id
int64
0
3.49M
contents
stringlengths
8
8.5k
source
stringclasses
3 values
200
Reaction information for COC1(c2ccc(Sc3ccc(C(=O)c4c(F)c(F)c(F)c(F)c4F)cc3)s2)CCOCC1 {'reactant': 'COC1(c2ccc(Sc3ccc(C(O)c4c(F)c(F)c(F)c(F)c4F)cc3)s2)CCOCC1', 'reagent': 'O=[Cr](=O)([O-])Cl.c1cc[nH+]cc1', 'product': 'COC1(c2ccc(Sc3ccc(C(=O)c4c(F)c(F)c(F)c(F)c4F)cc3)s2)CCOCC1', 'yield': '75.0%'}
uspto
201
Reaction information for CC1CCCCC1Oc1ccc2c(n1)OCCN(C(=O)OC(C)(C)C)C2 {'reactant': 'CC(C)(C)OC(=O)N1CCOc2nc(Cl)ccc2C1.CC1CCCCC1O', 'reagent': 'Cc1ccccc1.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[H-].[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1', 'product': 'CC1CCCCC1Oc1ccc2c(n1)OCCN(C(=O)OC(C)(C)C)C2', 'yield': '86.3%'}
uspto
202
Reaction information for CC(C)c1ccc(-c2csc(NC(=O)C3CCCCC3)n2)cc1 {'reactant': 'CC(C)c1ccc(-c2csc(N)n2)cc1.O=C(Cl)C1CCCCC1', 'reagent': 'ClCCl.c1ccncc1', 'product': 'CC(C)c1ccc(-c2csc(NC(=O)C3CCCCC3)n2)cc1', 'yield': '81.4%'}
uspto
203
Reaction information for CC(C)(C)OC(=O)N1CCN(c2ncc([N+](=O)[O-])cc2Cl)CC1 {'reactant': 'CC(C)(C)OC(=O)N1CCNCC1.O=[N+]([O-])c1cnc(Cl)c(Cl)c1', 'reagent': 'CCOC(C)=O.CN(C)C=O.O.O=C([O-])[O-].[K+].[K+]', 'product': 'CC(C)(C)OC(=O)N1CCN(c2ncc([N+](=O)[O-])cc2Cl)CC1', 'yield': '92.8%'}
uspto
204
Reaction information for CC(C)(C)OC(=O)N1CC2CN(CCNS(=O)(=O)c3ccc(C#N)cc3)CC(C1)O2 {'reactant': 'CC(C)(C)OC(=O)N1CC2CNCC(C1)O2.N#Cc1ccc(S(=O)(=O)NCCBr)cc1', 'reagent': 'CC#N.O=C([O-])[O-].[K+].[K+]', 'product': 'CC(C)(C)OC(=O)N1CC2CN(CCNS(=O)(=O)c3ccc(C#N)cc3)CC(C1)O2', 'yield': '67.4%'}
uspto
205
Reaction information for CC(C)n1ncnc1-c1cn2c(n1)-c1cnc(N3CCCC3CN3CCCC3)cc1OCC2 {'reactant': 'C1CNC(CN2CCCC2)C1.CC(C)n1ncnc1-c1cn2c(n1)-c1cnc(Cl)cc1OCC2', 'reagent': 'CN1CCCC1=O', 'product': 'CC(C)n1ncnc1-c1cn2c(n1)-c1cnc(N3CCCC3CN3CCCC3)cc1OCC2', 'yield': '39.9%'}
uspto
206
Reaction information for CN(C(=O)NCc1cccc(F)c1Cl)[C@@H](CCCNC(=O)CNC(=O)OC(C)(C)C)COC(=O)Nc1cc2cc(F)ccc2cn1 {'reactant': 'CC(C)(C)OC(=O)NCC(=O)O.CN(C(=O)NCc1cccc(F)c1Cl)[C@@H](CCCN)COC(=O)Nc1cc2cc(F)ccc2cn1', 'reagent': 'CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[P-](F)(F)(F)(F)F', 'product': 'CN(C(=O)NCc1cccc(F)c1Cl)[C@@H](CCCNC(=O)CNC(=O)OC(C)(C)C)COC(=O)Nc1cc2cc(F)ccc2cn1', 'yield': '83.1%'}
uspto
207
Reaction information for O=[N+]([O-])c1ccc2c(c1)CCO2 {'reactant': 'O=[N+]([O-])O.c1ccc2c(c1)CCO2', 'reagent': 'CC(=O)O', 'product': 'O=[N+]([O-])c1ccc2c(c1)CCO2', 'yield': '44.4%'}
uspto
208
Reaction information for Fc1ccc(CC2CCN(CCNc3ccc(Cl)c(Cl)c3)CC2)cc1 {'reactant': 'O=C(CN1CCC(Cc2ccc(F)cc2)CC1)Nc1ccc(Cl)c(Cl)c1', 'reagent': 'B.C1CCOC1.CCOCC.CO.CSC.Cl', 'product': 'Fc1ccc(CC2CCN(CCNc3ccc(Cl)c(Cl)c3)CC2)cc1', 'yield': '90.0%'}
uspto
209
Reaction information for O=[N+]([O-])c1ccc(OCc2ccccc2)c(C(F)(F)F)c1 {'reactant': 'O=[N+]([O-])c1ccc(F)c(C(F)(F)F)c1.OCc1ccccc1', 'reagent': 'C1CCOC1.[H-].[Na+]', 'product': 'O=[N+]([O-])c1ccc(OCc2ccccc2)c(C(F)(F)F)c1', 'yield': '78.8%'}
uspto
210
Reaction information for CC(=O)c1ccc(S(=O)(=O)NC(C)(C)C(=O)NC2C3CC4CC2CC(O)(C4)C3)cc1 {'reactant': 'CC(=O)c1ccc(S(=O)(=O)NC(C)(C)C(=O)O)cc1.NC1C2CC3CC1CC(O)(C3)C2', 'reagent': 'CCN(C(C)C)C(C)C.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.ClCCl.F[P-](F)(F)(F)(F)F', 'product': 'CC(=O)c1ccc(S(=O)(=O)NC(C)(C)C(=O)NC2C3CC4CC2CC(O)(C4)C3)cc1', 'yield': '67.4%'}
uspto
211
Reaction information for COc1cc(N2CCN(C[C@H](C)O)CC2)ccc1-c1cnc2[nH]cc(-c3cnn(Cc4cccc(F)c4)c3)c2c1 {'reactant': 'COc1cc(N2CCN(C[C@H](C)O)CC2)ccc1-c1cnc2c(c1)c(-c1cnn(Cc3cccc(F)c3)c1)cn2S(=O)(=O)c1ccc(C)cc1', 'reagent': 'C1CCOC1.CO.Cc1ccc(S(=O)(=O)n2cc(-c3cnn(Cc4cccc(F)c4)c3)c3cc(-c4ccc(C5CCNCC5)cc4)cnc32)cc1.Cl.O.[Li+].[OH-]', 'product': 'COc1cc(N2CCN(C[C@H](C)O)CC2)ccc1-c1cnc2[nH]cc(-c3cnn(Cc4cccc(F)c4)c3)c2c1', 'yield': '29.0%'}
uspto
212
Reaction information for CCNC(=O)CCCCC(C)O {'reactant': 'CC(O)CCCCC(=O)O.CCN', 'reagent': 'CCCCCC.C[Al](C)C.Cc1ccccc1.Cl.Cl', 'product': 'CCNC(=O)CCCCC(C)O', 'yield': '81.9%'}
uspto
213
Reaction information for C[C@@H](C1CCCCC1)N1CC[C@](CCCOS(C)(=O)=O)(c2ccc(F)cc2)OC1=O {'reactant': 'CS(=O)(=O)Cl.C[C@@H](C1CCCCC1)N1CC[C@](CCCO)(c2ccc(F)cc2)OC1=O', 'reagent': 'CCN(CC)CC.ClCCl', 'product': 'C[C@@H](C1CCCCC1)N1CC[C@](CCCOS(C)(=O)=O)(c2ccc(F)cc2)OC1=O', 'yield': '95.4%'}
uspto
214
Reaction information for CC(C)(C)OC(=O)Nc1ccncc1 {'reactant': 'CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.Nc1ccncc1', 'reagent': 'Cl.ClCCl', 'product': 'CC(C)(C)OC(=O)Nc1ccncc1', 'yield': '82.9%'}
uspto
215
Reaction information for CCOC(=O)CC1CCc2c1[nH]c1ccc(OCc3cc(C#N)cc(OC(F)(F)F)c3)cc21 {'reactant': 'CCOC(=O)CC1CCc2c1[nH]c1ccc(O)cc21.N#Cc1cc(CO)cc(OC(F)(F)F)c1', 'reagent': 'C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1', 'product': 'CCOC(=O)CC1CCc2c1[nH]c1ccc(OCc3cc(C#N)cc(OC(F)(F)F)c3)cc21', 'yield': '28.7%'}
uspto
216
Reaction information for CC(=O)Nc1cc([N+](=O)[O-])ccc1OCCN1CCCC1 {'reactant': 'CC(=O)Nc1cc([N+](=O)[O-])ccc1O.ClCCN1CCCC1', 'reagent': 'CN(C)C=O.Cl.O=C([O-])[O-].[H-].[K+].[K+].[Na+]', 'product': 'CC(=O)Nc1cc([N+](=O)[O-])ccc1OCCN1CCCC1', 'yield': '33.0%'}
uspto
217
Reaction information for Cc1cc(C)cc(-c2c(OCCC3CCCCN3)c3cc(CCC(=O)N4CCCC4)c(Cl)cc3[nH]c2=O)c1 {'reactant': 'Cc1cc(C)cc(-c2c(OCCC3CCCCN3C(=O)OC(C)(C)C)c3cc(CCC(=O)N4CCCC4)c(Cl)cc3[nH]c2=O)c1', 'reagent': 'COc1ccccc1.O=C(O)C(F)(F)F', 'product': 'Cc1cc(C)cc(-c2c(OCCC3CCCCN3)c3cc(CCC(=O)N4CCCC4)c(Cl)cc3[nH]c2=O)c1', 'yield': '92.3%'}
uspto
218
Reaction information for O=C(CCCc1ccccc1)NC(Cc1ccc(C(F)(F)F)cc1)C(O)c1ccc(F)cc1 {'reactant': 'NC(Cc1ccc(C(F)(F)F)cc1)C(O)c1ccc(F)cc1.O=C(O)CCCc1ccccc1', 'reagent': 'C1CCOC1.CCOC(C)=O.CN(C)C=O.Cl.O.O=C(Cl)C(=O)Cl.O=C([O-])O.[Na+]', 'product': 'O=C(CCCc1ccccc1)NC(Cc1ccc(C(F)(F)F)cc1)C(O)c1ccc(F)cc1', 'yield': '68.1%'}
uspto
219
Reaction information for CCCN1CCN(CCOc2ccc(OCc3ccccc3)c(C(=O)Nc3cc(-c4ccccc4)ccc3C(=O)OC)c2)CC1 {'reactant': 'CCCN1CCNCC1.COC(=O)c1ccc(-c2ccccc2)cc1NC(=O)c1cc(OCCBr)ccc1OCc1ccccc1', 'reagent': 'CC(C)=O.Cl.Cl.O=C([O-])[O-].[K+].[K+]', 'product': 'CCCN1CCN(CCOc2ccc(OCc3ccccc3)c(C(=O)Nc3cc(-c4ccccc4)ccc3C(=O)OC)c2)CC1', 'yield': '93.4%'}
uspto
220
Reaction information for C[C@@H](CO)NC(=O)OCc1ccccc1 {'reactant': 'C[C@H](N)CO.O=C(Cl)OCc1ccccc1', 'reagent': 'CCN(CC)CC.ClCCl', 'product': 'C[C@@H](CO)NC(=O)OCc1ccccc1', 'yield': '82.9%'}
uspto
221
Reaction information for CCc1nc2c(cnn2CC)c(NC2CCOCC2)c1CNC(=O)c1cccc(C(=O)O)c1 {'reactant': 'CCc1nc2c(cnn2CC)c(NC2CCOCC2)c1CNC(=O)c1cccc(C(=O)OC)c1', 'reagent': 'C1CCOC1.Cl.O.[Li+].[OH-]', 'product': 'CCc1nc2c(cnn2CC)c(NC2CCOCC2)c1CNC(=O)c1cccc(C(=O)O)c1', 'yield': '98.8%'}
uspto
222
Reaction information for O=C(NCCc1c[nH]c2ccc(Cl)cc12)c1ccc(Cc2cccc(F)c2)cn1 {'reactant': 'NCCc1c[nH]c2ccc(Cl)cc12.O=C(O)c1ccc(Cc2cccc(F)c2)cn1', 'reagent': 'CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.Cl.F[P-](F)(F)(F)(F)F', 'product': 'O=C(NCCc1c[nH]c2ccc(Cl)cc12)c1ccc(Cc2cccc(F)c2)cn1', 'yield': '23.1%'}
uspto
223
Reaction information for Cc1nc(Oc2ccccc2)c(N)c(NCCNC(=O)OC(C)(C)C)c1C {'reactant': 'Cc1nc(Oc2ccccc2)c([N+](=O)[O-])c(NCCNC(=O)OC(C)(C)C)c1C', 'reagent': 'CO.Cc1ccccc1.[Pt]', 'product': 'Cc1nc(Oc2ccccc2)c(N)c(NCCNC(=O)OC(C)(C)C)c1C', 'yield': '96.7%'}
uspto
224
Reaction information for CCCCCCCCCCC/C=C\c1c[nH]c(C(=O)O)c1 {'reactant': 'CCCCCCCCCCC/C=C\\c1c[nH]c(C(=O)OC)c1', 'reagent': 'CCO.O=S(=O)(O)O.[Na+].[OH-]', 'product': 'CCCCCCCCCCC/C=C\\c1c[nH]c(C(=O)O)c1', 'yield': '44.9%'}
uspto
225
Reaction information for COC(=O)c1cc([N+](=O)[O-])n(C)n1 {'reactant': 'CI.COC(=O)c1cc([N+](=O)[O-])[nH]n1', 'reagent': 'CN(C)C=O.O=C([O-])[O-].[K+].[K+]', 'product': 'COC(=O)c1cc([N+](=O)[O-])n(C)n1', 'yield': '57.0%'}
uspto
226
Reaction information for O=C1CC2(CCCOC2)Oc2ccc(C#Cc3ccccc3)cc21 {'reactant': 'C#Cc1ccccc1.O=C1CC2(CCCOC2)Oc2ccc(Br)cc21', 'reagent': 'Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I.c1ccc(P(c2ccccc2)c2ccccc2)cc1', 'product': 'O=C1CC2(CCCOC2)Oc2ccc(C#Cc3ccccc3)cc21', 'yield': '90.3%'}
uspto
227
Reaction information for N[C@@H]1CN(C(=O)Cc2ccc(OC(F)(F)F)cc2)C[C@H]1O {'reactant': 'O=C(N[C@@H]1CN(C(=O)Cc2ccc(OC(F)(F)F)cc2)C[C@H]1O)OCc1ccccc1', 'reagent': 'CO.[Pd]', 'product': 'N[C@@H]1CN(C(=O)Cc2ccc(OC(F)(F)F)cc2)C[C@H]1O', 'yield': '88.5%'}
uspto
228
Reaction information for OB(O)c1ccc(C(=C(c2ccccc2)c2ccccc2)c2ccccc2)cc1 {'reactant': 'Brc1ccc(C(=C(c2ccccc2)c2ccccc2)c2ccccc2)cc1.COB(OC)OC', 'reagent': 'C1CCOC1.[Li]CCCC', 'product': 'OB(O)c1ccc(C(=C(c2ccccc2)c2ccccc2)c2ccccc2)cc1', 'yield': '70.0%'}
uspto
229
Reaction information for Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCN)c2c1C {'reactant': 'Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCNC(=O)OC(C)(C)C)c2c1C', 'reagent': 'ClCCl.O=C(O)C(F)(F)F.[Na+].[OH-]', 'product': 'Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCN)c2c1C', 'yield': '87.8%'}
uspto
230
Reaction information for O=[N+]([O-])c1ccccc1S(=O)(=O)NCCCn1cccn1 {'reactant': 'NCCCn1cccn1.O=[N+]([O-])c1ccccc1S(=O)(=O)Cl', 'reagent': 'CC#N.CC#N.CCOC(C)=O.O.O=C([O-])[O-].[K+].[K+]', 'product': 'O=[N+]([O-])c1ccccc1S(=O)(=O)NCCCn1cccn1', 'yield': '86.7%'}
uspto
231
Reaction information for CC(C)(C)OC(=O)N1C(CC(=O)c2ccc(F)cc2)=N[C@@H](c2ccccc2)[C@H]1c1ccccc1 {'reactant': 'CC(C)(C)OC(=O)N1C(CC(O)c2ccc(F)cc2)=N[C@@H](c2ccccc2)[C@H]1c1ccccc1', 'reagent': 'CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl', 'product': 'CC(C)(C)OC(=O)N1C(CC(=O)c2ccc(F)cc2)=N[C@@H](c2ccccc2)[C@H]1c1ccccc1', 'yield': '89.7%'}
uspto
232
Reaction information for CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](O)[C@H]1CO[C@@H](CO)CN1C(=O)OC(C)(C)C {'reactant': 'CC(=O)OC(C)=O.CC(C)(C)OC(=O)N1C[C@H](CO)OC[C@@H]1[C@@H](O)[C@@H](N)Cc1cc(F)cc(F)c1', 'reagent': 'C1CCOC1.CCN(CC)CC', 'product': 'CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](O)[C@H]1CO[C@@H](CO)CN1C(=O)OC(C)(C)C', 'yield': '68.4%'}
uspto
233
Reaction information for CC(C)(C)OC(=O)n1cc(C=O)c2c(O)cccc21 {'reactant': 'CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.O=Cc1c[nH]c2cccc(O)c12', 'reagent': 'CC#N.CN(C)c1ccccn1', 'product': 'CC(C)(C)OC(=O)n1cc(C=O)c2c(O)cccc21', 'yield': '74.0%'}
uspto
234
Reaction information for ClCCCOc1ccc(Cl)cc1 {'reactant': 'ClCCCBr.Oc1ccc(Cl)cc1', 'reagent': 'CC(C)=O.O=C([O-])[O-].[K+].[K+]', 'product': 'ClCCCOc1ccc(Cl)cc1', 'yield': '90.0%'}
uspto
235
Reaction information for CS(=O)(=O)c1cccc(Nc2nc(-c3cccc(C(=O)O)c3)nc3scnc23)c1 {'reactant': 'COC(=O)c1cccc(-c2nc(Nc3cccc(S(C)(=O)=O)c3)c3ncsc3n2)c1', 'reagent': 'C1COCCO1.Cl.O.[Na+].[OH-]', 'product': 'CS(=O)(=O)c1cccc(Nc2nc(-c3cccc(C(=O)O)c3)nc3scnc23)c1', 'yield': '40.2%'}
uspto
236
Reaction information for CC(Cc1ccc(OCCO)cc1)NCC(O)c1cccc(C(F)(F)F)c1 {'reactant': 'COC(=O)COc1ccc(CC(C)NCC(O)c2cccc(C(F)(F)F)c2)cc1', 'reagent': 'CO.[BH4-].[Na+]', 'product': 'CC(Cc1ccc(OCCO)cc1)NCC(O)c1cccc(C(F)(F)F)c1', 'yield': '86.9%'}
uspto
237
Reaction information for CC(C)c1n[nH]c2c(NCc3ccccc3)nc(NCCN)nc12 {'reactant': 'CC(C)c1n[nH]c2c(NCc3ccccc3)nc(Cl)nc12.NCCN', 'reagent': 'CN1CCCC1=O', 'product': 'CC(C)c1n[nH]c2c(NCc3ccccc3)nc(NCCN)nc12', 'yield': '56.0%'}
uspto
238
Reaction information for CC(C)C(=O)Nc1ccc(C2Nc3ccc(C(=O)O)cc3CC2(C)C)cc1 {'reactant': 'COC(=O)c1ccc2c(c1)CC(C)(C)C(c1ccc(NC(=O)C(C)C)cc1)N2', 'reagent': 'CO.O.[Na+].[OH-]', 'product': 'CC(C)C(=O)Nc1ccc(C2Nc3ccc(C(=O)O)cc3CC2(C)C)cc1', 'yield': '92.0%'}
uspto
239
Reaction information for CCNC(=O)Nc1cc(-c2nc(C(F)(F)F)cs2)c(-c2ccc3c(c2)c(=O)c(C(=O)OCC)cn3[C@@H]2CCCN(CCN(CC)CC)C2)cn1 {'reactant': 'CCN(CC)CCCl.CCNC(=O)Nc1cc(-c2nc(C(F)(F)F)cs2)c(-c2ccc3c(c2)c(=O)c(C(=O)OCC)cn3[C@@H]2CCCNC2)cn1', 'reagent': 'CCOC(C)=O.CN(C)C=O.Cl.O=C([O-])[O-].[K+].[K+]', 'product': 'CCNC(=O)Nc1cc(-c2nc(C(F)(F)F)cs2)c(-c2ccc3c(c2)c(=O)c(C(=O)OCC)cn3[C@@H]2CCCN(CCN(CC)CC)C2)cn1', 'yield': '17.2%'}
uspto
240
Reaction information for CCOC(=O)COc1ccc2c(c1)C[C@H](NC(=O)OC(C)(C)C)CC2 {'reactant': 'CC(C)(C)OC(=O)N[C@@H]1CCc2ccc(O)cc2C1.CCOC(=O)CBr', 'reagent': 'CC(C)=O.O=C([O-])[O-].[K+].[K+]', 'product': 'CCOC(=O)COc1ccc2c(c1)C[C@H](NC(=O)OC(C)(C)C)CC2', 'yield': '33.5%'}
uspto
241
Reaction information for CN1CCCN(CC(=O)O)C1=O {'reactant': 'CN1CCCN(CC(=O)OC(C)(C)C)C1=O', 'reagent': 'ClCCl.O=C(O)C(F)(F)F', 'product': 'CN1CCCN(CC(=O)O)C1=O', 'yield': '99.0%'}
uspto
242
Reaction information for CCCCCOc1ccc(C=O)cc1Cl {'reactant': 'CCCCCBr.O=Cc1ccc(O)c(Cl)c1', 'reagent': 'CCCBr.O=Cc1ccc(O)cc1', 'product': 'CCCCCOc1ccc(C=O)cc1Cl', 'yield': '96.0%'}
uspto
243
Reaction information for O=C(NC1CCN(CCc2c[nH]c3ccccc23)CC1)c1ccnc2ccccc12 {'reactant': 'NC1CCN(CCc2c[nH]c3ccccc23)CC1.O=C(O)c1ccnc2ccccc12', 'reagent': 'C1CCOC1.CC(C)COC(=O)Cl.CCN(CC)CC', 'product': 'O=C(NC1CCN(CCc2c[nH]c3ccccc23)CC1)c1ccnc2ccccc12', 'yield': '70.6%'}
uspto
244
Reaction information for COc1ccc(CN(c2nc(Nc3cc(C#N)c(CCCCN4CC(OC)C4)cc3Cl)nn3c(C#N)cnc23)C2CC2)cc1 {'reactant': 'COC1CNC1.COc1ccc(CN(c2nc(Nc3cc(C#N)c(CCCC=O)cc3Cl)nn3c(C#N)cnc23)C2CC2)cc1', 'reagent': 'C1CCOC1.CC(=O)O.CCOC(C)=O.CO.[BH3-]C#N.[Na+]', 'product': 'COc1ccc(CN(c2nc(Nc3cc(C#N)c(CCCCN4CC(OC)C4)cc3Cl)nn3c(C#N)cnc23)C2CC2)cc1', 'yield': '47.8%'}
uspto
245
Reaction information for O=c1[nH]cnc2ccc(-c3ccccc3)cc12 {'reactant': 'O=c1[nH]cnc2ccc(I)cc12.OB(O)c1ccccc1', 'reagent': 'CCCC.CCO.Cc1ccccc1.Cl[Pd]Cl.O=C([O-])[O-].[Na+].[Na+].c1ccc(Pc2ccccc2)cc1', 'product': 'O=c1[nH]cnc2ccc(-c3ccccc3)cc12', 'yield': '63.0%'}
uspto
246
Reaction information for COc1cc(C2CCNCC2)ccc1Nc1ncc2ccc(-c3ccccc3OC)n2n1 {'reactant': 'COc1cc(C2CCN(C(=O)OC(C)(C)C)CC2)ccc1Nc1ncc2ccc(-c3ccccc3OC)n2n1', 'reagent': 'ClCCl.O=C(O)C(F)(F)F', 'product': 'COc1cc(C2CCNCC2)ccc1Nc1ncc2ccc(-c3ccccc3OC)n2n1', 'yield': '95.8%'}
uspto
247
Reaction information for Nc1ccc2c(c1)c(CC(=O)O)cc(=O)n2Cc1ccc(Cl)cc1 {'reactant': 'O=C(O)Cc1cc(=O)n(Cc2ccc(Cl)cc2)c2ccc([N+](=O)[O-])cc12', 'reagent': 'CC(=O)O.Cl.[H-].[Na+]', 'product': 'Nc1ccc2c(c1)c(CC(=O)O)cc(=O)n2Cc1ccc(Cl)cc1', 'yield': '52.0%'}
uspto
248
Reaction information for OCc1ccc2c(c1)OCC2 {'reactant': 'COC(=O)c1ccc2c(c1)OCC2', 'reagent': 'C1CCOC1.[Al+3].[H-].[H-].[H-].[H-].[Li+].[Na+].[OH-]', 'product': 'OCc1ccc2c(c1)OCC2', 'yield': '91.9%'}
uspto
249
Reaction information for COc1cccc(CN2CCC(O)C2)c1 {'reactant': 'COc1cccc(C=O)c1.OC1CCNC1', 'reagent': 'C1CCOC1.CO.II.O.[BH4-].[Na+]', 'product': 'COc1cccc(CN2CCC(O)C2)c1', 'yield': '24.8%'}
uspto
250
Reaction information for CCOC(=O)c1sc(-n2cnc3ccc(CCCCO)cc32)nc1-c1cccc(Cl)c1 {'reactant': 'CCOC(=O)c1sc(-n2cnc3ccc(CCCCOCc4ccccc4)cc32)nc1-c1cccc(Cl)c1', 'reagent': 'CC#N', 'product': 'CCOC(=O)c1sc(-n2cnc3ccc(CCCCO)cc32)nc1-c1cccc(Cl)c1', 'yield': '73.4%'}
uspto
251
Reaction information for CS(=O)(=O)c1ccc(-c2cc(C#N)nn2-c2ccc(N)cc2)cc1 {'reactant': 'CS(=O)(=O)c1ccc(-c2cc(C#N)nn2-c2ccc([N+](=O)[O-])cc2)cc1', 'reagent': 'CCO.O.[Cl-].[Fe].[NH4+]', 'product': 'CS(=O)(=O)c1ccc(-c2cc(C#N)nn2-c2ccc(N)cc2)cc1', 'yield': '82.1%'}
uspto
252
Reaction information for CCOC(=O)COc1ccc(CCBr)cc1Br {'reactant': 'CCOC(=O)COc1ccc(C(=O)CBr)cc1Br', 'reagent': 'CC[SiH](CC)CC.O=C(O)C(F)(F)F', 'product': 'CCOC(=O)COc1ccc(CCBr)cc1Br', 'yield': '90.1%'}
uspto
253
Reaction information for COC(=O)c1ccc(Cl)c2nc(Nc3c(C)cc(Cl)cc3OC)n(C)c12 {'reactant': 'COC(=O)c1ccc(Cl)c2nc(Cl)n(C)c12.COc1cc(Cl)cc(C)c1N', 'reagent': 'O=C([O-])O.[Na+]', 'product': 'COC(=O)c1ccc(Cl)c2nc(Nc3c(C)cc(Cl)cc3OC)n(C)c12', 'yield': '43.8%'}
uspto
254
Reaction information for CCOP(=O)(NC1CN(c2ccncc2[N+](=O)[O-])CCC1C)OCC {'reactant': 'CCOP(=O)(NC1CNCCC1C)OCC.O=[N+]([O-])c1cnccc1Cl', 'reagent': 'CC(C)O.CCN(C(C)C)C(C)C', 'product': 'CCOP(=O)(NC1CN(c2ccncc2[N+](=O)[O-])CCC1C)OCC', 'yield': '52.0%'}
uspto
255
Reaction information for CNC(=O)[C@@H]1C[C@@H](Oc2cc3c(Nc4cccc(Cl)c4F)ncnc3cc2OC)CCN1 {'reactant': 'CNC(=O)[C@@H]1C[C@@H](Oc2cc3c(Nc4cccc(Cl)c4F)ncnc3cc2OC)CCN1C(=O)OC(C)(C)C', 'reagent': 'ClCCl.O=C(O)C(F)(F)F', 'product': 'CNC(=O)[C@@H]1C[C@@H](Oc2cc3c(Nc4cccc(Cl)c4F)ncnc3cc2OC)CCN1', 'yield': '89.1%'}
uspto
256
Reaction information for N#CCc1ccc(Br)cc1F {'reactant': 'Fc1cc(Br)ccc1CBr.[C-]#N', 'reagent': 'CS(C)=O.O.[Na+]', 'product': 'N#CCc1ccc(Br)cc1F', 'yield': '96.2%'}
uspto
257
Reaction information for CC(C)c1cc(Oc2c(Br)cc(CBr)cc2Br)ccc1O {'reactant': 'BrP(Br)Br.CC(C)c1cc(Oc2c(Br)cc(CO)cc2Br)ccc1O', 'reagent': 'ClCCl', 'product': 'CC(C)c1cc(Oc2c(Br)cc(CBr)cc2Br)ccc1O', 'yield': '72.1%'}
uspto
258
Reaction information for CCNC(=O)C1CCN(c2cc(-c3ccccc3)nc3ccsc23)CC1 {'reactant': 'CCN.CCOC(=O)C1CCN(c2cc(-c3ccccc3)nc3ccsc23)CC1', 'reagent': 'CO.[Na]', 'product': 'CCNC(=O)C1CCN(c2cc(-c3ccccc3)nc3ccsc23)CC1', 'yield': '39.0%'}
uspto
259
Reaction information for CCCCCCCCCc1cc(Cl)c(Cl)cc1[N+](=O)[O-] {'reactant': 'CCCCCCCCCc1ccc(Cl)c(Cl)c1.O=[N+]([O-])O', 'reagent': 'O=S(=O)(O)O', 'product': 'CCCCCCCCCc1cc(Cl)c(Cl)cc1[N+](=O)[O-]', 'yield': '100.0%'}
uspto
260
Reaction information for COCOc1ccccc1C(=O)O {'reactant': 'COCOc1ccccc1C(=O)OC', 'reagent': 'CCOC(C)=O.CO.CO.O.[Li+].[OH-]', 'product': 'COCOc1ccccc1C(=O)O', 'yield': '93.2%'}
uspto
261
Reaction information for N#Cc1cc(F)c(C2CCC(N3C(=O)c4ccccc4C3=O)C2)cc1F {'reactant': 'N#C[Cu].O=C1c2ccccc2C(=O)N1C1CCC(c2cc(F)c(Br)cc2F)C1', 'reagent': 'CN(C)C=O.O.[NH4+].[OH-]', 'product': 'N#Cc1cc(F)c(C2CCC(N3C(=O)c4ccccc4C3=O)C2)cc1F', 'yield': '89.8%'}
uspto
262
Reaction information for CCOC(=O)CNc1ccc(N)cc1 {'reactant': 'CCOC(=O)CNc1ccc(NC(=O)OC(C)(C)C)cc1', 'reagent': 'ClCCl.O=C(O)C(F)(F)F', 'product': 'CCOC(=O)CNc1ccc(N)cc1', 'yield': '94.5%'}
uspto
263
Reaction information for CC(C)C#CC(C)(O)C(=O)O {'reactant': 'CCOC(=O)C(C)(O)C#CC(C)C', 'reagent': 'C1CCOC1.Cl.O.[Na+].[OH-]', 'product': 'CC(C)C#CC(C)(O)C(=O)O', 'yield': '92.0%'}
uspto
264
Reaction information for BrCc1ccc(Br)cc1I {'reactant': 'Cc1ccc(Br)cc1I.O=C1CCC(=O)N1Br', 'reagent': 'Clc1ccccc1.c1ccc(COOCc2ccccc2)cc1', 'product': 'BrCc1ccc(Br)cc1I', 'yield': '24.1%'}
uspto
265
Reaction information for CCC(CC)C(c1ccc(NC(=O)CN2CCN(C)CC2)cc1)n1cncn1 {'reactant': 'CCC(CC)C(c1ccc(NC(=O)CCl)cc1)n1cncn1.CN1CCNCC1', 'reagent': 'CC#N.O.O=C([O-])[O-].[K+].[K+]', 'product': 'CCC(CC)C(c1ccc(NC(=O)CN2CCN(C)CC2)cc1)n1cncn1', 'yield': '35.8%'}
uspto
266
Reaction information for CC(C)(C)OC(=O)NC(C)(C)C(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1ccccc1 {'reactant': 'CC(C)(C)OC(=O)NC(C)(C)C(=O)O.N[C@@H](Cc1ccccc1)C(=O)Nc1ccccc1', 'reagent': 'C1CCOC1.CCN=C=NCCCN(C)C.Cl', 'product': 'CC(C)(C)OC(=O)NC(C)(C)C(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1ccccc1', 'yield': '92.6%'}
uspto
267
Reaction information for O=C(N[C@@H]1CCCC[C@H]1O)c1nc(-c2ccc(Cl)cc2)c(Br)nc1C(F)(F)F {'reactant': 'N[C@@H]1CCCC[C@H]1O.O=C(O)c1nc(-c2ccc(Cl)cc2)c(Br)nc1C(F)(F)F', 'reagent': 'CC(C)=C(Cl)N(C)C.CCN(C(C)C)C(C)C.CCOC(C)=O.ClCCl.O=C(O)CC(O)(CC(=O)O)C(=O)O', 'product': 'O=C(N[C@@H]1CCCC[C@H]1O)c1nc(-c2ccc(Cl)cc2)c(Br)nc1C(F)(F)F', 'yield': '82.9%'}
uspto
268
Reaction information for CCCN(CCC)C(=O)c1ccc([N+](=O)[O-])cc1 {'reactant': 'CCCNCCC.O=C(Cl)c1ccc([N+](=O)[O-])cc1', 'reagent': 'CCOCC.Cl', 'product': 'CCCN(CCC)C(=O)c1ccc([N+](=O)[O-])cc1', 'yield': '88.5%'}
uspto
269
Reaction information for OCC(F)(F)c1ccccc1 {'reactant': 'COC(=O)C(F)(F)c1ccccc1', 'reagent': 'C1CCOC1.[Al+3].[H-].[H-].[H-].[H-].[Li+]', 'product': 'OCC(F)(F)c1ccccc1', 'yield': '98.0%'}
uspto
270
Reaction information for CC(=O)Oc1cccc(-c2nc3ccsc3c(=O)[nH]2)c1 {'reactant': 'CC(=O)OC(C)=O.O=c1[nH]c(-c2cccc(O)c2)nc2ccsc12', 'reagent': 'CC(=O)[O-].[Na+]', 'product': 'CC(=O)Oc1cccc(-c2nc3ccsc3c(=O)[nH]2)c1', 'yield': '81.3%'}
uspto
271
Reaction information for CCOC(COc1cnc(Oc2ccc3ncnc(Nc4cnccn4)c3c2)c(Cl)c1)OCC {'reactant': 'CCOC(COc1cnc(Cl)c(Cl)c1)OCC.Oc1ccc2ncnc(Nc3cnccn3)c2c1', 'reagent': 'CC(=O)N(C)C.CC(C)(C)[O-].[Cl-].[K+].[NH4+]', 'product': 'CCOC(COc1cnc(Oc2ccc3ncnc(Nc4cnccn4)c3c2)c(Cl)c1)OCC', 'yield': '10.0%'}
uspto
272
Reaction information for CCCCOc1ccc(N)c(C)c1 {'reactant': 'CCCCOc1ccc([N+](=O)[O-])c(C)c1', 'reagent': 'CCCOc1ccc(N)c(C)c1', 'product': 'CCCCOc1ccc(N)c(C)c1', 'yield': '89.9%'}
uspto
273
Reaction information for O=c1cc(OCc2ccc(C(F)(F)F)nc2)cn[nH]1 {'reactant': 'O=c1cc(OCc2ccc(C(F)(F)F)nc2)cnn1C1CCCCO1', 'reagent': 'CCOCC.CO.Cl', 'product': 'O=c1cc(OCc2ccc(C(F)(F)F)nc2)cn[nH]1', 'yield': '67.3%'}
uspto
274
Reaction information for COc1cc(NC2CCNCC2)ccc1F {'reactant': 'COc1cc(NC2CCN(C(=O)OC(C)(C)C)CC2)ccc1F', 'reagent': 'ClCCl.O=C(O)C(F)(F)F', 'product': 'COc1cc(NC2CCNCC2)ccc1F', 'yield': '99.5%'}
uspto
275
Reaction information for Nc1nccc(OCc2ccccc2)c1N {'reactant': 'Nc1nccc(OCc2ccccc2)c1[N+](=O)[O-]', 'reagent': 'CO.NN.O.[Ni]', 'product': 'Nc1nccc(OCc2ccccc2)c1N', 'yield': '85.4%'}
uspto
276
Reaction information for COCC(C)(C)Nc1nc(Cl)ncc1Br {'reactant': 'COCC(C)(C)N.Clc1ncc(Br)c(Cl)n1', 'reagent': 'CC#N.CCN(CC)CC.c1cncnc1', 'product': 'COCC(C)(C)Nc1nc(Cl)ncc1Br', 'yield': '23.0%'}
uspto
277
Reaction information for O=S(=O)(Oc1ccc2c(c1)C(F)(F)Cc1c-2noc1-c1noc(-c2ccccc2)c1C(F)(F)F)C(F)(F)F {'reactant': 'O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F.Oc1ccc2c(c1)C(F)(F)Cc1c-2noc1-c1noc(-c2ccccc2)c1C(F)(F)F', 'reagent': 'c1ccncc1', 'product': 'O=S(=O)(Oc1ccc2c(c1)C(F)(F)Cc1c-2noc1-c1noc(-c2ccccc2)c1C(F)(F)F)C(F)(F)F', 'yield': '91.6%'}
uspto
278
Reaction information for C[C@H](NC(=O)Cc1cc(F)cc(F)c1)C(=O)N[C@H]1CC=C[C@@H](c2ccccc2)N(C)C1=O {'reactant': 'CN1C(=O)[C@@H](N)CC=C[C@H]1c1ccccc1.C[C@H](NC(=O)Cc1cc(F)cc(F)c1)C(=O)O', 'reagent': 'CCN=C=NCCCN(C)C.CN1CCOCC1.Cl.ClCCl', 'product': 'C[C@H](NC(=O)Cc1cc(F)cc(F)c1)C(=O)N[C@H]1CC=C[C@@H](c2ccccc2)N(C)C1=O', 'yield': '18.7%'}
uspto
279
Reaction information for COC1(c2ncccc2Cl)CCC2(CC1)OCCO2 {'reactant': 'CI.OC1(c2ncccc2Cl)CCC2(CC1)OCCO2', 'reagent': 'C1CCOC1.[H-].[Na+]', 'product': 'COC1(c2ncccc2Cl)CCC2(CC1)OCCO2', 'yield': '94.3%'}
uspto
280
Reaction information for O=C(c1cc(Cc2n[nH]c(=O)c3ccccc23)ccc1F)N1CCn2c(C(F)(F)F)nc(C(=O)N3CCCC3)c2C1 {'reactant': 'O=C(O)c1cc(Cc2n[nH]c(=O)c3ccccc23)ccc1F.O=C(c1nc(C(F)(F)F)n2c1CNCC2)N1CCCC1', 'reagent': 'CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[P-](F)(F)(F)(F)F', 'product': 'O=C(c1cc(Cc2n[nH]c(=O)c3ccccc23)ccc1F)N1CCn2c(C(F)(F)F)nc(C(=O)N3CCCC3)c2C1', 'yield': '18.4%'}
uspto
281
Reaction information for COC(=O)[C@@H](C)NC(=O)c1ccc2c(c1)nc(Nc1nc3ccc(Cl)cc3s1)n2C {'reactant': 'COC(=O)[C@@H](C)N.Cn1c(Nc2nc3ccc(Cl)cc3s2)nc2cc(C(=O)O)ccc21', 'reagent': 'CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.Cl.F[P-](F)(F)(F)(F)F', 'product': 'COC(=O)[C@@H](C)NC(=O)c1ccc2c(c1)nc(Nc1nc3ccc(Cl)cc3s1)n2C', 'yield': '82.1%'}
uspto
282
Reaction information for C#Cc1cccc(OCCOCC)c1 {'reactant': 'C#Cc1cccc(O)c1.CCOCCBr', 'reagent': 'CCOC(C)=O.CN(C)C=O.O.O=C([O-])[O-].[Cs+].[Cs+]', 'product': 'C#Cc1cccc(OCCOCC)c1', 'yield': '96.0%'}
uspto
283
Reaction information for COC(=O)c1ccc2nc(-c3ccc(F)cc3)c(N(C)CC(C)C)nc2c1 {'reactant': 'CNCC(C)C.COC(=O)c1ccc2nc(-c3ccc(F)cc3)c(Cl)nc2c1', 'reagent': 'CCN(C(C)C)C(C)C.CS(C)=O.O', 'product': 'COC(=O)c1ccc2nc(-c3ccc(F)cc3)c(N(C)CC(C)C)nc2c1', 'yield': '68.5%'}
uspto
284
Reaction information for O=C(Nc1ccccc1)N1CCc2[nH]c3c(cnc4cc(Cl)ccc43)c2C1 {'reactant': 'Clc1ccc2c(c1)ncc1c3c([nH]c12)CCNC3.O=C=Nc1ccccc1', 'reagent': 'C1CCOC1', 'product': 'O=C(Nc1ccccc1)N1CCc2[nH]c3c(cnc4cc(Cl)ccc43)c2C1', 'yield': '68.0%'}
uspto
285
Reaction information for CCn1c2ccccc2c2cc(Nc3nccc(-c4ccc(N5CCNCC5)nc4)n3)ccc21 {'reactant': 'CCn1c2ccccc2c2cc(Nc3nccc(-c4ccc(N5CCN(C(=O)OC(C)(C)C)CC5)nc4)n3)ccc21', 'reagent': 'ClCCl.O=C(O)C(F)(F)F', 'product': 'CCn1c2ccccc2c2cc(Nc3nccc(-c4ccc(N5CCNCC5)nc4)n3)ccc21', 'yield': '51.9%'}
uspto
286
Reaction information for OCc1ccc(F)c(I)c1 {'reactant': 'Nc1cc(CO)ccc1F.[I-]', 'reagent': 'O.O=N[O-].O=S(=O)(O)O.[K+].[Na+]', 'product': 'OCc1ccc(F)c(I)c1', 'yield': '50.8%'}
uspto
287
Reaction information for CCN(CC)c1ccc(C(O)C#Cc2ccc(C(=O)O)cc2)cc1C(C)C {'reactant': 'C#CC(O)c1ccc(N(CC)CC)c(C(C)C)c1.O=C(O)c1ccc(I)cc1', 'reagent': 'Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.I[Cu]I', 'product': 'CCN(CC)c1ccc(C(O)C#Cc2ccc(C(=O)O)cc2)cc1C(C)C', 'yield': '65.7%'}
uspto
288
Reaction information for CC(=NNC(=O)c1ccc(C(=O)O)c([N+](=O)[O-])c1)c1nn(C)c(-c2ccc(C(C)(C)C)cc2)c1O {'reactant': 'COC(=O)c1ccc(C(=O)NN=C(C)c2nn(C)c(-c3ccc(C(C)(C)C)cc3)c2O)cc1[N+](=O)[O-]', 'reagent': 'CO.Cl.O.[Na+].[OH-]', 'product': 'CC(=NNC(=O)c1ccc(C(=O)O)c([N+](=O)[O-])c1)c1nn(C)c(-c2ccc(C(C)(C)C)cc2)c1O', 'yield': '57.7%'}
uspto
289
Reaction information for Cc1ccc(S(=O)(=O)n2ccc3cc(C#N)ccc32)cc1 {'reactant': 'Cc1ccc(S(=O)(=O)Cl)cc1.N#Cc1ccc2[nH]ccc2c1', 'reagent': 'C1CCOC1.O.[H-].[Na+]', 'product': 'Cc1ccc(S(=O)(=O)n2ccc3cc(C#N)ccc32)cc1', 'yield': '90.9%'}
uspto
290
Reaction information for CCOC(=O)C1CC(NS(=O)(=O)C2CC2)CC1C {'reactant': 'CCOC(=O)C1CC(N)CC1C.O=S(=O)(Cl)C1CC1', 'reagent': 'CN(C)C=O', 'product': 'CCOC(=O)C1CC(NS(=O)(=O)C2CC2)CC1C', 'yield': '87.9%'}
uspto
291
Reaction information for Cc1cccc(-n2c(=O)c(C(=O)O)nc3ccccc32)n1 {'reactant': 'CCOC(=O)c1nc2ccccc2n(-c2cccc(C)n2)c1=O', 'reagent': 'C1COCCO1.O.O=C([O-])[O-].[K+].[K+]', 'product': 'Cc1cccc(-n2c(=O)c(C(=O)O)nc3ccccc32)n1', 'yield': '94.0%'}
uspto
292
Reaction information for O=C(CCCBr)N1CC(c2ccc(Cl)cc2)Sc2ccccc21 {'reactant': 'Clc1ccc(C2CNc3ccccc3S2)cc1.O=C(Cl)CCCBr', 'reagent': 'CCOC(C)=O.O=C([O-])O.[Na+]', 'product': 'O=C(CCCBr)N1CC(c2ccc(Cl)cc2)Sc2ccccc21', 'yield': '93.1%'}
uspto
293
Reaction information for CN(CCO)CC(O)CC1(N)CCCCC1 {'reactant': 'CN(CCO)CC(O)CC1([N+](=O)[O-])CCCCC1', 'reagent': 'CO.[Ni]', 'product': 'CN(CCO)CC(O)CC1(N)CCCCC1', 'yield': '34.8%'}
uspto
294
Reaction information for Nc1cc(Br)c(Oc2ccc(F)cc2F)cc1Oc1ccc(F)cc1F {'reactant': 'O=[N+]([O-])c1cc(Br)c(Oc2ccc(F)cc2F)cc1Oc1ccc(F)cc1F', 'reagent': 'C1CCOC1.CCO.O.[Cl-].[Fe].[NH4+]', 'product': 'Nc1cc(Br)c(Oc2ccc(F)cc2F)cc1Oc1ccc(F)cc1F', 'yield': '96.2%'}
uspto
295
Reaction information for CC(C)N(CCCS(=O)(=O)N1CCC(c2c[nH]c3c(C(N)=O)cc(-c4ccccc4)cc23)CC1)C(C)C {'reactant': 'CC(C)NC(C)C.NC(=O)c1cc(-c2ccccc2)cc2c(C3CCN(S(=O)(=O)CCCCl)CC3)c[nH]c12', 'reagent': 'NS(N)(=O)=O.O=C([O-])[O-].[K+].[K+]', 'product': 'CC(C)N(CCCS(=O)(=O)N1CCC(c2c[nH]c3c(C(N)=O)cc(-c4ccccc4)cc23)CC1)C(C)C', 'yield': '12.8%'}
uspto
296
Reaction information for OC(COc1cccc(CNC2CCCC2)c1)CN1Cc2ccccc2C1 {'reactant': 'CC(C)(C)OC(=O)N(Cc1cccc(OCC(O)CN2Cc3ccccc3C2)c1)C1CCCC1', 'reagent': 'CCOC(C)=O.CCOC(C)=O.Cl', 'product': 'OC(COc1cccc(CNC2CCCC2)c1)CN1Cc2ccccc2C1', 'yield': '57.0%'}
uspto
297
Reaction information for CC(C)(C)OC(=O)N[C@@](C)(CO)CCc1ccc(C(=O)CCCCc2ccccc2)o1 {'reactant': 'CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.C[C@](N)(CO)CCc1ccc(C(=O)CCCCc2ccccc2)o1', 'reagent': 'CCN(CC)CC.ClCCl.O=C(O)C(=O)O', 'product': 'CC(C)(C)OC(=O)N[C@@](C)(CO)CCc1ccc(C(=O)CCCCc2ccccc2)o1', 'yield': '87.5%'}
uspto
298
Reaction information for CC(C)(C)OC(=O)N(CCn1ccc2c(O)cccc21)C[C@H](O)c1cccnc1 {'reactant': 'CC(C)(C)OC(=O)N(CCn1ccc2c(O[Si](C)(C)C(C)(C)C)cccc21)C[C@H](O)c1cccnc1', 'reagent': 'C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]', 'product': 'CC(C)(C)OC(=O)N(CCn1ccc2c(O)cccc21)C[C@H](O)c1cccnc1', 'yield': '97.2%'}
uspto
299
Reaction information for O=C(O)C1CCN(c2nc(-c3ccccc3)ns2)CC1 {'reactant': 'CCOC(=O)C1CCN(c2nc(-c3ccccc3)ns2)CC1', 'reagent': 'C1CCOC1.CCO.Cl.[Na+].[OH-]', 'product': 'O=C(O)C1CCN(c2nc(-c3ccccc3)ns2)CC1', 'yield': '89.1%'}
uspto