id
int64
0
144k
contents
stringlengths
124
842
143,500
Reaction information for CC(CC(F)(F)F)C(=O)O {'reactant': 'CCOC(=O)C(C)CC(F)(F)F', 'reagent': 'C1CCOC1.CO.O.O.[Li+].[OH-]', 'product': 'CC(CC(F)(F)F)C(=O)O', 'yield': '99.3%'}
143,501
Reaction information for CC(C)(C)COCc1ccc(C#N)cc1 {'reactant': 'CC(C)(C)CO.N#Cc1ccc(CBr)cc1', 'reagent': 'C1COCCO1.C[Si](C)(C)[N-][Si](C)(C)C.O.[Na+]', 'product': 'CC(C)(C)COCc1ccc(C#N)cc1', 'yield': '79.9%'}
143,502
Reaction information for O=C(O)Cc1ccc(OCc2ccc3ccccc3n2)cc1 {'reactant': 'CCOC(=O)Cc1ccc(OCc2ccc3ccccc3n2)cc1', 'reagent': 'CO.O.[K+].[OH-]', 'product': 'O=C(O)Cc1ccc(OCc2ccc3ccccc3n2)cc1', 'yield': '92.0%'}
143,503
Reaction information for N#Cc1cc(N)c(Cl)cc1CCCCO {'reactant': 'N#Cc1cc(N)c(Cl)cc1CCCC=O', 'reagent': 'C1CCOC1.CO.[BH4-].[Na+]', 'product': 'N#Cc1cc(N)c(Cl)cc1CCCCO', 'yield': '47.4%'}
143,504
Reaction information for [O-][n+]1ccccc1CO[C@H]1CCOC1 {'reactant': 'O=C(OO)c1cccc(Cl)c1.c1ccc(CO[C@H]2CCOC2)nc1', 'reagent': 'ClCCl.O=C([O-])[O-].[K+].[K+]', 'product': '[O-][n+]1ccccc1CO[C@H]1CCOC1', 'yield': '99.2%'}
143,505
Reaction information for CCOC1CCN(C(=O)c2cc(Cc3n[nH]c(=O)c4cccc(OC)c34)ccc2F)CC1 {'reactant': 'CCOC1CCNCC1.COc1cccc2c(=O)[nH]nc(Cc3ccc(F)c(C(=O)O)c3)c12', 'reagent': 'CC#N.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': 'CCOC1CCN(C(=O)c2cc(Cc3n[nH]c(=O)c4cccc(OC)c34)ccc2F)CC1', ...
143,506
Reaction information for O=C(c1cccc(C(F)(F)F)c1Cl)N1CCc2c(nnn2-c2ccccc2)C1 {'reactant': 'O=C(O)c1cccc(C(F)(F)F)c1Cl.c1ccc(-n2nnc3c2CCNC3)cc1', 'reagent': 'CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.ClCCl.F[P-](F)(F)(F)(F)F', 'product': 'O=C(c1cccc(C(F)(F)F)c1Cl)N1CCc2c(nnn2-c2ccccc2)C1', 'yield': '91.7%'}
143,507
Reaction information for NC(=O)C1CCCN(Cc2ccc(Cl)cc2)C1 {'reactant': 'ClCc1ccc(Cl)cc1.NC(=O)C1CCCNC1', 'reagent': 'CC#N.CCN(CC)CC.CCO.O.O=C([O-])O.[Na+]', 'product': 'NC(=O)C1CCCN(Cc2ccc(Cl)cc2)C1', 'yield': '54.6%'}
143,508
Reaction information for COc1cc(-c2nn([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3ncnc(N)c23)c(F)cc1NC(=O)C(C)(C)Cc1ccccc1 {'reactant': 'CC(C)(Cc1ccccc1)C(=O)Cl.COc1cc(-c2nn([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3ncnc(N)c23)c(F)cc1N', 'reagent': 'c1ccncc1', 'product': 'COc1cc(-c2nn([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3ncnc(N)c23)c(F)cc1NC(=O)...
143,509
Reaction information for Cc1ccc(-c2cn3nc(Cl)ccc3n2)cc1N {'reactant': 'Cc1ccc(-c2cn3nc(Cl)ccc3n2)cc1[N+](=O)[O-]', 'reagent': 'CC(=O)O.CCO.[Fe]', 'product': 'Cc1ccc(-c2cn3nc(Cl)ccc3n2)cc1N', 'yield': '82.1%'}
143,510
Reaction information for O=C(Cn1cccc(O)c1=O)N(Cc1ccccc1)c1ccccc1 {'reactant': 'O=C(Cn1cccc(OCc2ccccc2)c1=O)N(Cc1ccccc1)c1ccccc1', 'reagent': 'CCO.[H][H].[Pd]', 'product': 'O=C(Cn1cccc(O)c1=O)N(Cc1ccccc1)c1ccccc1', 'yield': '22.0%'}
143,511
Reaction information for CCCCC1(CCCC)CN(c2ccc(Cl)cc2)c2cc(SC)c(OCC(=O)OCC)cc2S(=O)(=O)C1 {'reactant': 'CCCCC1(CCCC)CN(c2ccc(Cl)cc2)c2cc(SC)c(O)cc2S(=O)(=O)C1.CCOC(=O)CBr', 'reagent': 'CC#N.CCCC[N+](CCCC)(CCCC)CCCC.O=C([O-])[O-].[Br-].[Na+].[Na+]', 'product': 'CCCCC1(CCCC)CN(c2ccc(Cl)cc2)c2cc(SC)c(OCC(=O)OCC)cc2S(=O)(=O...
143,512
Reaction information for CC1(C)CNC(=O)c2cc3ccc(C(=O)O)cc3n21 {'reactant': 'CCOC(=O)c1ccc2cc3n(c2c1)C(C)(C)CNC3=O', 'reagent': 'CCO.Cl.O.[Na+].[OH-]', 'product': 'CC1(C)CNC(=O)c2cc3ccc(C(=O)O)cc3n21', 'yield': '98.7%'}
143,513
Reaction information for CC(C)COc1cc(N2CCC(N3CCCCC3)CC2)ccc1N {'reactant': 'CC(C)COc1cc(N2CCC(N3CCCCC3)CC2)ccc1[N+](=O)[O-]', 'reagent': 'CCOC(C)=O.[Ni]', 'product': 'CC(C)COc1cc(N2CCC(N3CCCCC3)CC2)ccc1N', 'yield': '38.4%'}
143,514
Reaction information for CN1CCC[C@H]1COc1cncc(-c2cc(CCCOc3ccccc3)no2)c1 {'reactant': 'CN1CCC[C@H]1COc1cncc(-c2cc(CCCO)no2)c1.Oc1ccccc1', 'reagent': 'C1CCOC1.CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1', 'product': 'CN1CCC[C@H]1COc1cncc(-c2cc(CCCOc3ccccc3)no2)c1', 'yield': '51.0%'}
143,515
Reaction information for COc1ccccc1N1CCN(C(C)C(O)c2ccc3c(c2)CC(=O)N3)CC1 {'reactant': 'COc1ccccc1N1CCN(C(C)C(=O)c2ccc3c(c2)CC(=O)N3)CC1', 'reagent': 'CO.Cl.Cl.[BH4-].[Na+]', 'product': 'COc1ccccc1N1CCN(C(C)C(O)c2ccc3c(c2)CC(=O)N3)CC1', 'yield': '34.4%'}
143,516
Reaction information for CC(C)(C)OC(=O)NC1CCCc2cc(CO)ccc21 {'reactant': 'CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.NC1CCCc2cc(CO)ccc21', 'reagent': 'CCN(CC)CC.ClCCl', 'product': 'CC(C)(C)OC(=O)NC1CCCc2cc(CO)ccc21', 'yield': '81.8%'}
143,517
Reaction information for OCCOc1ccc(-n2ccnc2)cc1 {'reactant': 'OCCCl.Oc1ccc(-n2ccnc2)cc1', 'reagent': 'CCC(C)=O.O=C([O-])[O-].[K+].[K+]', 'product': 'OCCOc1ccc(-n2ccnc2)cc1', 'yield': '49.9%'}
143,518
Reaction information for O=C(O)c1cc(NC(=O)c2cc(-c3ccccn3)c(Cl)cc2Cl)n(-c2ccccc2)n1 {'reactant': 'CCOC(=O)c1cc(NC(=O)c2cc(-c3ccccn3)c(Cl)cc2Cl)n(-c2ccccc2)n1', 'reagent': 'Cl.O.[Li+].[OH-]', 'product': 'O=C(O)c1cc(NC(=O)c2cc(-c3ccccn3)c(Cl)cc2Cl)n(-c2ccccc2)n1', 'yield': '83.1%'}
143,519
Reaction information for CC(C)(C)OC(=O)NC1CCNCC1 {'reactant': 'CC(C)(C)OC(=O)NC1CCN(Cc2ccccc2)CC1', 'reagent': '[Pd]', 'product': 'CC(C)(C)OC(=O)NC1CCNCC1', 'yield': '93.6%'}
143,520
Reaction information for O=C(c1c(F)c(Cl)cc2cc[nH]c12)N(CCc1cccc(C(F)(F)F)c1)Cc1ccc(C2CC2)cc1 {'reactant': 'FC(F)(F)c1cccc(CCNCc2ccc(C3CC3)cc2)c1.O=C(O)c1c(F)c(Cl)cc2cc[nH]c12', 'reagent': 'CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F.O', 'product': 'O=C(c1c(F)c(Cl)cc2cc[nH]c12)N(CCc1cccc(C(F)(F...
143,521
Reaction information for CCOC(=O)c1ccc2ccn(C)c2c1 {'reactant': 'CCO.Cn1ccc2ccc(C(=O)O)cc21', 'reagent': 'ClCCl', 'product': 'CCOC(=O)c1ccc2ccn(C)c2c1', 'yield': '89.0%'}
143,522
Reaction information for OCCc1ccc2c(c1)OCO2 {'reactant': 'O=C(O)Cc1ccc2c(c1)OCO2', 'reagent': 'C1CCOC1.CO', 'product': 'OCCc1ccc2c(c1)OCO2', 'yield': '84.2%'}
143,523
Reaction information for N#Cc1cccnc1N1CCN(CC(=O)Nc2ccc(C(F)(F)F)cc2)CC1 {'reactant': 'N#Cc1cccnc1N1CCNCC1.O=C(CCl)Nc1ccc(C(F)(F)F)cc1', 'reagent': 'CC(C)NC(C)C.Cc1ccccc1', 'product': 'N#Cc1cccnc1N1CCN(CC(=O)Nc2ccc(C(F)(F)F)cc2)CC1', 'yield': '78.1%'}
143,524
Reaction information for N#CCNC(=O)CNC(=O)c1sc(C2=NOC(c3cc(Cl)cc(Cl)c3)(C(F)(F)F)C2)c2c1CCCC2 {'reactant': 'N#CCN.O=C(O)CNC(=O)c1sc(C2=NOC(c3cc(Cl)cc(Cl)c3)(C(F)(F)F)C2)c2c1CCCC2', 'reagent': 'CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.Cl.ClCCl.F[P-](F)(F)(F)(F)F.O', 'product': 'N#CCNC(=O)CNC(=O)c1sc(C2=NOC(c3cc(Cl)cc(C...
143,525
Reaction information for CCNc1ccc(C#N)cc1[N+](=O)[O-] {'reactant': 'CCN.N#Cc1ccc(F)c([N+](=O)[O-])c1', 'reagent': 'C1CCOC1', 'product': 'CCNc1ccc(C#N)cc1[N+](=O)[O-]', 'yield': '82.0%'}
143,526
Reaction information for CCOC(=O)N1CCN(C(=O)C(CCC(=O)OC(C)(C)C)NC(=O)c2cc(C(=O)O)c3ccccc3n2)CC1 {'reactant': 'CCOC(=O)N1CCN(C(=O)C(CCC(=O)OC(C)(C)C)NC(=O)c2cc(C(=O)OC)c3ccccc3n2)CC1', 'reagent': 'C1CCOC1.Cl.O.[Li+].[OH-]', 'product': 'CCOC(=O)N1CCN(C(=O)C(CCC(=O)OC(C)(C)C)NC(=O)c2cc(C(=O)O)c3ccccc3n2)CC1', 'yield': '54...
143,527
Reaction information for FC(F)(F)c1ccc(Oc2cccc(Br)c2)nc1 {'reactant': 'FC(F)(F)c1ccc(Cl)nc1.Oc1cccc(Br)c1', 'reagent': 'CCOCC.CN(C)C=O.O.O=C([O-])[O-].[K+].[K+]', 'product': 'FC(F)(F)c1ccc(Oc2cccc(Br)c2)nc1', 'yield': '96.1%'}
143,528
Reaction information for O=C(CCCCBr)NCCCCCO {'reactant': 'NCCCCCO.O=C(Cl)CCCCBr', 'reagent': 'C1CCOC1.CCN(CC)CC.O', 'product': 'O=C(CCCCBr)NCCCCCO', 'yield': '78.9%'}
143,529
Reaction information for CN1CC(C)(C)c2cc(N)ccc21 {'reactant': 'CN1CC(C)(C)c2cc([N+](=O)[O-])ccc21', 'reagent': 'Cl.[Na+].[OH-]', 'product': 'CN1CC(C)(C)c2cc(N)ccc21', 'yield': '80.0%'}
143,530
Reaction information for CC(C)(C)[Si](C)(C)Oc1ccc2cc(Br)ccc2c1 {'reactant': 'CC(C)(C)[Si](C)(C)Cl.Oc1ccc2cc(Br)ccc2c1', 'reagent': 'CN(C)C=O.c1c[nH]cn1', 'product': 'CC(C)(C)[Si](C)(C)Oc1ccc2cc(Br)ccc2c1', 'yield': '98.0%'}
143,531
Reaction information for CN(C(=O)C1CCCCC1)c1ccc(F)c([N+](=O)[O-])c1 {'reactant': 'CI.O=C(Nc1ccc(F)c([N+](=O)[O-])c1)C1CCCCC1', 'reagent': 'CCOC(C)=O.CS(C)=O.C[Si](C)(C)[N-][Si](C)(C)C.[Na+]', 'product': 'CN(C(=O)C1CCCCC1)c1ccc(F)c([N+](=O)[O-])c1', 'yield': '51.0%'}
143,532
Reaction information for Nc1ccc(F)c(F)c1Nc1ccccc1 {'reactant': 'O=[N+]([O-])c1ccc(F)c(F)c1Nc1ccccc1', 'reagent': 'CO.O.[Cl-].[Fe].[NH4+]', 'product': 'Nc1ccc(F)c(F)c1Nc1ccccc1', 'yield': '99.7%'}
143,533
Reaction information for O=[N+]([O-])c1cnc2ccccc2c1NCCCCl {'reactant': 'O=S(Cl)Cl.O=[N+]([O-])c1cnc2ccccc2c1NCCCO', 'reagent': 'ClCCl.O.O=C([O-])[O-].[Na+].[Na+]', 'product': 'O=[N+]([O-])c1cnc2ccccc2c1NCCCCl', 'yield': '97.0%'}
143,534
Reaction information for CC(CCCN1CCN(c2cccc(Cl)c2Cl)CC1)Oc1ccc2c(n1)NC(=O)CC2 {'reactant': 'CC(CCC=O)Oc1ccc2c(n1)NC(=O)CC2.Clc1cccc(N2CCNCC2)c1Cl', 'reagent': 'CC(=O)O[BH-](OC(C)=O)OC(C)=O.CCN(CC)CC.Cl.ClCCCl.[Na+]', 'product': 'CC(CCCN1CCN(c2cccc(Cl)c2Cl)CC1)Oc1ccc2c(n1)NC(=O)CC2', 'yield': '60.5%'}