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%'} |
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