source
stringlengths 10
15
| canonical_rxn
stringlengths 21
868
| catalyst1
stringclasses 53
values | solvent1
stringclasses 84
values | solvent2
stringclasses 40
values | reagent1
stringclasses 222
values | reagent2
stringclasses 94
values | dataset
stringclasses 1
value |
|---|---|---|---|---|---|---|---|
US04304728
|
CCOC(=O)C(=O)CC(=O)CC(=O)c1ccc(Cl)cc1>>CCOC(=O)c1cc(=O)cc(-c2ccc(Cl)cc2)o1
| null |
O=S(=O)(O)O
| null | null | null |
train
|
US20090023703A1
|
CCOC(=O)c1cc2cc(Br)ncc2[nH]1>>O=C(O)c1cc2cc(Br)ncc2[nH]1
| null |
CCO
| null |
[Na+].[OH-]
| null |
train
|
US20090247746A1
|
CCOC(=O)CCc1cnc(-c2cc3cccc(N(C)S(=O)(=O)c4cccs4)c3[nH]2)s1>>CN(c1cccc2cc(-c3ncc(CCC(=O)O)s3)[nH]c12)S(=O)(=O)c1cccs1
| null |
CO
| null |
C1CCOC1
|
[Na+].[OH-]
|
train
|
US04288434
|
CC(=O)OCC1=C(C(=O)OC(C)(C)C)N2C(=O)C(NC(=O)C(=NO)c3csc(NC(c4ccccc4)(c4ccccc4)c4ccccc4)n3)[C@H]2SC1.CC(C)(C)OC(=O)CBr>>CC(=O)OCC1=C(C(=O)OC(C)(C)C)N2C(=O)C(NC(=O)C(=NOCC(=O)OC(C)(C)C)c3csc(NC(c4ccccc4)(c4ccccc4)c4ccccc4)n3)[C@H]2SC1
|
O=[Ag]
|
CN(C)C=O
| null | null | null |
train
|
US20100048901A1
|
CCOC(C)=O.COCCl.ClCCl.O=Cc1c(O)cccc1O>>COCOc1cccc(OCOC)c1C=O
|
CN(C)c1ccncc1
|
Cl
|
ClCCl
|
CCN(C(C)C)C(C)C
| null |
train
|
US20150232428A1
|
FC(F)(F)c1ccnc(Cl)n1.Nc1cc(-c2ccccc2)cc(N2CCOCC2)c1>>FC(F)(F)c1ccnc(Nc2cc(-c3ccccc3)cc(N3CCOCC3)c2)n1
| null |
C1COCCO1
|
CCOC(C)=O
|
Cc1ccc(S(=O)(=O)O)cc1
|
O
|
train
|
US20090318475A1
|
CCc1ccc(-c2c(-c3ccccc3F)oc3ncnc(OC(C)CCCCC(=O)OC(C)(C)C)c23)cc1>>CCc1ccc(-c2c(-c3ccccc3F)oc3ncnc(OC(C)CCCCC(=O)O)c23)cc1
| null |
C1COCCO1
|
Cl
| null | null |
train
|
US20070032478A1
|
Nc1ccc(N2CCOCC2)cc1.O=C1Nc2cc(C(=O)c3ccc(NC(=O)c4cccs4)cc3)ccc2C1=CO>>O=C1Nc2cc(C(=O)c3ccc(NC(=O)c4cccs4)cc3)ccc2C1=CNc1ccc(N2CCOCC2)cc1
| null |
CCOC(C)=O
| null |
C1CCOC1
| null |
train
|
US04144338
|
CN(C)CCN.CSc1nccnn1>>CN(C)CCNc1nccnn1
| null |
CC(C)O
| null | null | null |
train
|
US05290798
|
COC(=O)C(C)(C)Cc1c(SC(C)(C)C)c2cc(O)ccc2n1Cc1ccc(Cl)cc1.Cc1nc(CCl)cs1>>COC(=O)C(C)(C)Cc1c(SC(C)(C)C)c2cc(OCc3csc(C)n3)ccc2n1Cc1ccc(Cl)cc1
| null |
CC#N
| null |
Cl
|
O=C([O-])[O-].[Cs+].[Cs+]
|
train
|
US05607960
|
CC(=O)C=Cc1ccc2[nH]cc(C[C@H]3CCCN3CCC(=O)N(C)C)c2c1>>CC(=O)CCc1ccc2[nH]cc(C[C@H]3CCCN3CCC(=O)N(C)C)c2c1
|
[Pd]
|
CO
| null | null | null |
train
|
US20140058125A1
|
C#C[Si](C)(C)C.CCOC(=O)CCc1ccc(Br)cc1F>>CCOC(=O)CCc1ccc(C#C[Si](C)(C)C)cc1F
| null |
CO
| null |
O
|
O=C([O-])[O-].[K+].[K+]
|
train
|
US05246958
|
CN=C=S.N#CC(Cc1ccccc1)c1ccc(Cl)cc1>>CNC(=S)C(C)(C#N)c1ccc(Cl)cc1
| null |
C1CCOC1
| null |
CC(C)[N-]C(C)C.[Li+]
| null |
train
|
US05234946
|
Cc1cccc(-c2ccno2)c1.O=C1CCC(=O)N1Br>>BrCc1cccc(-c2ccno2)c1
| null |
ClC(Cl)(Cl)Cl
| null |
O=C(OOC(=O)c1ccccc1)c1ccccc1
| null |
train
|
US05789179
|
CC(=O)NC(CO)C(O)c1ccc([N+](=O)[O-])cc1>>CC(=O)NC(CO)C(O)c1ccc(N)cc1
| null |
CO
| null | null | null |
train
|
US04328349
|
CN=C(NC#N)SC.Cc1nc[nH]c1CSCCN>>Cc1[nH]cnc1CSCCN=C(N)N
| null |
CC#N
| null | null | null |
train
|
US04745125
|
CCCCCC(=O)Cl.Nc1nc2ccccc2[nH]1>>CCCCCC(=O)n1c(N)nc2ccccc21
| null |
CC(C)=O
| null |
CCN(CC)CC
|
O
|
train
|
US03941793
|
BrCc1ccccc1.CCCc1c(C(=O)OCC)nc2ccccc2c1O>>CCCc1c(C(=O)OCC)nc2ccccc2c1OCc1ccccc1
| null |
CC(C)=O
| null |
O=C([O-])[O-].[K+].[K+]
| null |
train
|
US20140148468A1
|
Cc1nc(SCCC(F)(F)c2ccc(F)cc2)c(C(=O)O)s1.NCc1ccc(F)cc1>>Cc1nc(SCCC(F)(F)c2ccc(F)cc2)c(C(=O)NCc2ccc(F)cc2)s1
| null |
CN(C)C=O
| null |
CN1CCOCC1
|
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
|
train
|
US04446147
|
CC(Cl)=CCCl.CCOC(=O)C(C)C(=O)OCC>>CCOC(=O)C(C)(C/C=C(/C)Cl)C(=O)OCC
| null |
CCO
| null |
[Na]
| null |
train
|
US20020103229A1
|
CCON=Cc1ccc2[nH]nc(-c3cccc(NC(=O)CC(C)C)c3)c2c1.CN(C)CC(=O)NN>>CC(C)CC(=O)Nc1cccc(-c2n[nH]c3ccc(-c4n[nH]c(CN(C)C)n4)cc23)c1
| null |
CO
| null |
Cl
|
C[O-].[Na+]
|
train
|
US03930836
|
CS(=O)(=O)Cl.OCCCBr>>CS(=O)(=O)OCCCBr
| null |
CCN(CC)CC
| null |
CCOCC
| null |
train
|
US20130059845A1
|
Nc1ccc(Cl)cc1.O=Cc1c(-c2cc(Cl)ccc2Cl)nc2ccccn12>>Clc1ccc(N=Cc2c(-c3cc(Cl)ccc3Cl)nc3ccccn23)cc1
| null |
CO
| null | null | null |
train
|
US20110034477A1
|
COc1cc2nc(N3CCN(C(=O)C4COc5ccccc5O4)CC3)nc(N)c2cc1OC.CS(=O)(=O)O>>COc1cc2nc(N3CCN(C(=O)C4COc5ccccc5O4)CC3)nc(N)c2cc1OC.CS(=O)(=O)O
| null |
CC(C)=O
| null | null | null |
train
|
US20040005986A1
|
O=C(O)c1ccc(F)cc1Cl.O=[N+]([O-])O>>O=C(O)c1cc([N+](=O)[O-])c(F)cc1Cl
| null |
Cl
| null |
O=S(=O)(O)O
| null |
train
|
US20040248884A1
|
CCO.O=C(O)c1ccnc(Cl)c1>>CCOC(=O)c1ccnc(Cl)c1
| null |
O
| null |
O=S(=O)(O)O
| null |
train
|
US06008237
|
C=CCc1c(O)ccc2c(CCc3ccccc3)csc12>>CCCc1c(O)ccc2c(CCc3ccccc3)csc12
|
[Pd]
|
COC(C)(C)C
| null | null | null |
train
|
US20160009744A1
|
CC(C)(C)[Si](C)(C)Cl.Cc1scnc1C(O)c1cccc(Cl)c1>>Cc1scnc1C(O[Si](C)(C)C(C)(C)C)c1cccc(Cl)c1
| null |
ClCCl
| null |
c1c[nH]cn1
| null |
train
|
US06211234B1
|
CCOC(=O)c1cc(-c2ccc(OCc3cccnc3)cc2O[C@H](CCC(=O)OC(C)(C)C)c2ccccc2C)n[nH]1>>CCOC(=O)c1cc(-c2ccc(OCc3cccnc3)cc2O[C@H](CCC(=O)O)c2ccccc2C)n[nH]1
| null |
O=C(O)C(F)(F)F
| null |
O=C([O-])O.[Na+]
| null |
train
|
US20080275062A1
|
COC(=O)c1ccc(-c2ccncc2)cc1>>O=C(O)c1ccc(-c2ccncc2)cc1
| null |
C1COCCO1
| null |
[Li+].[OH-]
| null |
train
|
US20160039825A1
|
CCOC(=O)C1CC2CCCC(C1)N2C(=O)c1cc2n(n1)CCCNC2.O=C(n1ccnc1)n1ccnc1.OCc1cc(Cl)cc(Cl)c1>>CCOC(=O)C1CC2CCCC(C1)N2C(=O)c1cc2n(n1)CCCN(C(=O)OCc1cc(Cl)cc(Cl)c1)C2
| null |
CN(C)C=O
| null | null | null |
train
|
US05593988
|
CCCCCCCCC=Cc1cccc([N+](=O)[O-])c1>>CCCCCCCCCCc1cccc(N)c1
|
[Pd]
|
CC(=O)O
| null | null | null |
train
|
US20030069284A1
|
COc1cc([N+](=O)[O-])ccc1N=C=O.Nc1cnccn1>>COc1cc([N+](=O)[O-])ccc1NC(=O)Nc1cnccn1
| null |
C1CCOC1
| null | null | null |
train
|
US04769389
|
CCCCCBr.COCCCN>>CCCCCNCCCOC
| null |
CC(C)O
| null | null | null |
train
|
US20150203486A1
|
CCC1(C(=O)OC)CCN(C(=O)OC(C)(C)C)CC1.OB(O)c1cnc(Cl)nc1>>CCC1(C(=O)OC)CCN(c2ncc(B(O)O)cn2)CC1
| null |
C1COCCO1
|
CCO
|
O=C(O)C(F)(F)F
|
O=C([O-])[O-].[Na+].[Na+]
|
train
|
US20100113462A1
|
CCOC(=O)C1(NC(=O)[C@@H]2CCCc3ccccc32)Cc2ccccc2C1>>O=C(NC1(C(=O)O)Cc2ccccc2C1)[C@@H]1CCCc2ccccc21
| null |
CCO
| null |
O
|
[K+].[OH-]
|
train
|
US04908376
|
COc1cccc(Br)c1.O=C(O)c1cc2ccccc2[nH]1>>COc1cccc(-n2c(C(=O)O)cc3ccccc32)c1
| null |
CN(C)C=O
|
O
|
O=C([O-])[O-].[K+].[K+]
| null |
train
|
US06015825
|
Cc1n[nH]c([Si](C)(C)C)c1-c1ccc([C@H](C)[C@](O)(Cn2cncn2)c2ccc(F)cc2F)cc1>>Cc1n[nH]cc1-c1ccc([C@H](C)[C@](O)(Cn2cncn2)c2ccc(F)cc2F)cc1
| null |
CCO
|
O
|
[K+].[OH-]
| null |
train
|
US20080051433A1
|
CCOC(=O)C(CC(=O)c1ccc(Cl)cc1Cl)C(C)=O.C[Si](C)(C)c1ccc(N)cc1>>CCOC(=O)c1cc(-c2ccc(Cl)cc2Cl)n(-c2ccc([Si](C)(C)C)cc2)c1C
| null |
CCCCCC
|
CCOC(C)=O
| null | null |
train
|
US05948784
|
CCOC(=O)COc1cc2nc(N3CCOCC3)nc(N3CCC(n4c(=O)c5cc(C)ccc5n(C)c4=O)CC3)c2cc1OCC>>CCOc1cc2c(N3CCC(n4c(=O)c5cc(C)ccc5n(C)c4=O)CC3)nc(N3CCOCC3)nc2cc1OCCO
| null |
CCO
| null |
[BH4-].[Na+]
| null |
train
|
US20130310597A1
|
COC(=O)c1cc(O)c(F)cc1[N+](=O)[O-]>>COC(=O)c1cc(O)c(F)cc1N
|
[Pd]
|
C1CCOC1
| null |
CO
|
[H][H]
|
train
|
US04213985
|
CC(Cl)C(=O)Cl.CN1C(=O)c2ccccc2Nc2ncccc21>>CC(Cl)C(=O)N1c2ccccc2C(=O)Nc2cccnc21
| null |
C1COCCO1
| null | null | null |
train
|
US20130245254A1
|
CCOC(=O)CNc1ncc(Br)nc1Br.COc1ccc(CN)c(OC)c1>>CCOC(=O)CNc1ncc(Br)nc1NCc1ccc(OC)cc1OC
| null |
CS(C)=O
| null |
CCN(C(C)C)C(C)C
| null |
train
|
US06017919
|
CCCCCBr.COC(=O)c1ccc(O)cc1C(=O)OC>>CCCCCOc1ccc(C(=O)OC)c(C(=O)OC)c1
| null |
CN(C)C=O
| null |
O=C([O-])[O-].[K+].[K+]
| null |
train
|
US20160244429A1
|
Cc1cc2c(=O)n(-c3ccc(N4CCNCC4)cc3)ccc2o1.Cc1ccc(S(=O)(=O)OCCCCc2c[nH]c3ccc(C#N)cc23)cc1>>Cc1cc2c(=O)n(-c3ccc(N4CCN(CCCCc5c[nH]c6ccc(C#N)cc56)CC4)cc3)ccc2o1
| null |
CC#N
| null |
[I-].[K+]
| null |
train
|
US20130116233A1
|
O=c1[nH]nc(-c2ccncc2)c2sccc12.OCCc1ccc2ccccc2n1>>O=c1c2ccsc2c(-c2ccncc2)nn1CCc1ccc2ccccc2n1
| null |
ClCCl
| null |
CCOC(=O)/N=N/C(=O)OCC
|
c1ccc(P(c2ccccc2)c2ccccc2)cc1
|
train
|
US20130116246A1
|
CC(C)N.CCOC(=O)Cn1nc([N+](=O)[O-])cc1CCl>>CCOC(=O)Cn1nc([N+](=O)[O-])cc1CNC(C)C
| null |
ClCCl
| null | null | null |
train
|
US20140051676A1
|
CN(c1ccccc1)c1nc(N)nc(-c2noc(C3CCN(C(=O)OC(C)(C)C)CC3)n2)n1.Cl>>CN(c1ccccc1)c1nc(N)nc(-c2noc(C3CCNCC3)n2)n1.Cl
| null |
C1COCCO1
|
ClCCl
| null | null |
train
|
US20160152599A1
|
CC(C)(C)[Si](C)(C)Oc1ccc(N)cc1.CN1CCC(=O)CC1>>CN1CCC(Nc2ccc(O[Si](C)(C)C(C)(C)C)cc2)CC1
| null |
ClCCl
| null |
O=C([O-])O.[Na+]
| null |
train
|
US20060287286A1
|
CC1(C)OCc2cc([C@@H](O)CN(CCCCCCOCCCCc3cccc(S(N)(=O)=O)c3)Cc3ccccc3)ccc2O1>>NS(=O)(=O)c1cccc(CCCCOCCCCCCN(Cc2ccccc2)C[C@H](O)c2ccc(O)c(CO)c2)c1
| null |
CCO
| null |
Cl
| null |
train
|
US20140213586A1
|
NC(=O)c1cccc(N)c1.O=C(c1c[nH]c2ccccc12)C(Cl)c1ccccc1>>NC(=O)c1cccc(NC(C(=O)c2c[nH]c3ccccc23)c2ccccc2)c1
| null |
CC#N
| null |
CCN(C(C)C)C(C)C
| null |
train
|
US20090197864A1
|
CC(=O)c1ccc(OC(F)(F)F)cc1>>CC(O)c1ccc(OC(F)(F)F)cc1
|
O
|
C1CCOC1
| null |
[Al+3].[H-].[H-].[H-].[H-].[Li+]
| null |
train
|
US20080247964A1
|
CNC(=O)c1ccc(F)cc1.c1ccc(CN2CCC3(CCNCC3)CC2)cc1>>CNC(=O)c1ccc(N2CCC3(CCN(Cc4ccccc4)CC3)CC2)cc1
| null |
CS(C)=O
| null |
O
|
O=C([O-])[O-].[K+].[K+]
|
train
|
US20040010009A1
|
N#Cc1ccc(O)c(C=O)c1.O=CC=P(c1ccccc1)(c1ccccc1)c1ccccc1>>N#Cc1ccc(O)c(C=CC=O)c1
| null |
Cc1ccccc1
| null | null | null |
train
|
US20140256775A1
|
CC(C)(C)OC(=O)Nc1ccccc1N.CCOC(=O)CCCCCC(=O)O>>CCOC(=O)CCCCCC(=O)Nc1ccccc1NC(=O)OC(C)(C)C
| null |
CN(C)C=O
|
O
|
CCN(C(C)C)C(C)C
|
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
|
train
|
US20020077507A1
|
CC(C)C(=O)Cl.Cc1cccc(C)c1>>Cc1ccc(C(=O)C(C)C)c(C)c1
| null |
ClCCl
| null |
[Al+3].[Cl-].[Cl-].[Cl-]
| null |
train
|
US20150126513A1
|
COc1ccc(C(=O)C2CCNCC2)cc1.CS(=O)(=O)OC1CCCNC1=O>>COc1ccc(C(=O)C2CCN(C3CCCNC3=O)CC2)cc1
| null |
CC#N
| null |
CCN(C(C)C)C(C)C
| null |
train
|
US05100902
|
O=C(O)C(CC1=Cc2ccccc21)C(=O)O>>O=C(O)CCC1=Cc2ccccc21
| null |
CC(=O)N(C)C
| null |
O
| null |
train
|
US04268509
|
CON=C(C(=O)NC1C(=O)N2C(C(=O)O)=C(CSc3nnnn3CCNC(=O)OC(C)(C)C)CS[C@H]12)c1nsc(N)n1>>CON=C(C(=O)NC1C(=O)N2C(C(=O)O)=C(CSc3nnnn3CCN)CS[C@H]12)c1nsc(N)n1
| null |
O=CO
| null | null | null |
train
|
US20040198982A1
|
CC(C)C[C@H](Nc1nscc1-c1ccc(C(=O)CBr)cc1)C(=O)NCC#N.CNC>>CC(C)C[C@H](Nc1nscc1-c1ccc(C(=O)CN(C)C)cc1)C(=O)NCC#N
| null |
C1CCOC1
|
CN(C)C=O
|
O=C([O-])O.[Na+]
| null |
train
|
US20090062353A1
|
CC(C)(CN)Cc1cccc(Br)c1.CCOC(=O)C(F)(F)F>>CC(C)(CNC(=O)C(F)(F)F)Cc1cccc(Br)c1
| null |
C1CCOC1
| null |
CCN(CC)CC
|
Cl
|
train
|
US20090247567A1
|
CCOC(=O)CCCOc1cccc(Br)c1>>O=C(O)CCCOc1cccc(Br)c1
| null |
C1CCOC1
| null |
Cl
|
O
|
train
|
US20090186909A1
|
COC(=O)c1cccc(-c2ccc(OCCC(C)(C)F)cc2C)c1C>>Cc1cc(OCCC(C)(C)F)ccc1-c1cccc(CO)c1C
| null |
C1CCOC1
| null |
[Al+3].[H-].[H-].[H-].[H-].[Li+]
| null |
train
|
US20120022056A1
|
CCOC(=O)c1ncn2c1CCc1c-2ccc(C)c1CCN1CCC(c2cccc3nc(C)ccc23)CC1.C[Si](C)(C)N[Si](C)(C)C.Cl.ClCCl>>Cc1ccc2c(C3CCN(CCc4c(C)ccc5c4CCc4c(C(N)=O)ncn4-5)CC3)cccc2n1.Cl.Cl
| null |
CO
|
ClCCl
|
[K+].[OH-]
| null |
train
|
US20080027124A1
|
CCOC(=O)C(=O)Cc1ccc(C#N)cc1[N+](=O)[O-]>>CCOC(=O)c1cc2ccc(C#N)cc2[nH]1
| null |
CCO
| null |
[H][H]
| null |
train
|
US20040029904A1
|
CC(=O)c1ccc(F)cc1O.CN1CCC(=O)CC1>>CN1CCC2(CC1)CC(=O)c1ccc(F)cc1O2
| null |
CO
|
ClCCl
|
C1CCNC1
| null |
train
|
US20130150376A1
|
COC(=O)CS(=O)(=O)N[C@]1(C=O)CCN(C(=O)OCc2ccccc2)[C@@H](C)C1>>COC(=O)C1=C[C@]2(CCN(C(=O)OCc3ccccc3)[C@@H](C)C2)NS1(=O)=O
|
C1CCNCC1
|
CCO
| null | null | null |
train
|
US20010027196A1
|
N#Cc1c(Cl)nc(N)nc1OCc1ccccn1.OCc1ccccc1>>N#Cc1c(OCc2ccccc2)nc(N)nc1OCc1ccccn1
| null |
COCCOC
| null |
C1CCC2=NCCCN2CC1
| null |
train
|
US20160002215A1
|
CCOc1cc(OCc2ccc(OC)cc2)ncc1-c1ccc(CC(=O)O)c(F)c1.Cc1nnc(-c2cc(N)cc(C(F)(F)F)c2)o1>>CCOc1cc(OCc2ccc(OC)cc2)ncc1-c1ccc(CC(=O)Nc2cc(-c3nnc(C)o3)cc(C(F)(F)F)c2)c(F)c1
| null |
ClCCl
| null |
CCN(CC)CC
|
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
|
train
|
US20110130415A1
|
Cn1nnn(-c2cc([N+](=O)[O-])cc(C(F)(F)F)c2)c1=O>>Cn1nnn(-c2cc(N)cc(C(F)(F)F)c2)c1=O
|
[Pd]
|
CO
| null | null | null |
train
|
US06534513B1
|
CCOC(=O)CC(=O)OCC.O=[N+]([O-])c1ccc(CBr)cc1>>CCOC(=O)C(Cc1ccc([N+](=O)[O-])cc1)C(=O)OCC
| null |
C1CCOC1
| null |
[H-].[Na+]
| null |
train
|
US20150336979A1
|
O=C(NC1CCCCC1)N[C@H]1CO[C@@H]2[C@H](O)CO[C@H]12.O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F>>O=C(NC1CCCCC1)N[C@H]1CO[C@@H]2[C@H](OS(=O)(=O)C(F)(F)F)CO[C@H]12
| null |
ClCCl
| null |
c1ccncc1
| null |
train
|
US20070191603A1
|
COc1ccc(Cl)cc1S(=O)(=O)N1CCOc2ccc(C(=O)O)cc21.N#Cc1ccc(N)cc1>>COc1ccc(Cl)cc1S(=O)(=O)N1CCOc2ccc(C(=O)Nc3ccc(C#N)cc3)cc21
| null |
ClCCl
| null |
CCN(C(C)C)C(C)C
|
Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1.F[P-](F)(F)(F)(F)F
|
train
|
US20110130398A1
|
COc1cc(C#N)ccc1NC(=O)C1NC(CC(C)(C)C)C2(C(=O)Nc3cc(Cl)c(F)cc32)C1c1cccc(Cl)c1F.OO>>COc1cc(C(N)=O)ccc1NC(=O)C1NC(CC(C)(C)C)C2(C(=O)Nc3cc(Cl)c(F)cc32)C1c1cccc(Cl)c1F
| null |
CS(C)=O
| null |
[Na+].[OH-]
| null |
train
|
US20160024103A1
|
BrBr.Cc1ccc(C(=O)O)c(F)c1>>Cc1cc(F)c(C(=O)O)cc1Br
|
[Fe]
| null | null | null | null |
train
|
US20110237596A1
|
CC(C)(C)OC(=O)N1CCN(Cc2cccc(O)c2)CC1.N#Cc1cccnc1Cl>>CC(C)(C)OC(=O)N1CCN(Cc2cccc(Oc3ncccc3C#N)c2)CC1
| null |
CS(C)=O
| null |
O
|
O=C([O-])[O-].[Cs+].[Cs+]
|
train
|
US20030153580A1
|
COc1ccc(C2=NC(c3ccc(Cl)cc3)C(c3ccc(Cl)cc3)N2C(=O)N2CCNCC2)c(OC(C)C)c1.OCC1CO1>>COc1ccc(C2=NC(c3ccc(Cl)cc3)C(c3ccc(Cl)cc3)N2C(=O)N2CCN(CC(O)CO)CC2)c(OC(C)C)c1
| null |
CO
| null | null | null |
train
|
US20060074111A1
|
CCCCCN(Cc1ccc(OCC(=O)OCC)c(C)c1)c1cccc(-c2ccc(C(F)(F)F)cc2)c1>>CCCCCN(Cc1ccc(OCC(=O)O)c(C)c1)c1cccc(-c2ccc(C(F)(F)F)cc2)c1
| null |
C1CCOC1
|
CO
|
[Na+].[OH-]
| null |
train
|
US20040209948A1
|
CC(C)(C)OC(=O)N1CCC(NS(=O)(=O)c2ccc(C#N)c3c2CCCC3)CC1.[OH-]>>CC(C)(C)OC(=O)N1CCC(NS(=O)(=O)c2ccc(C(N)=O)c3c2CCCC3)CC1
| null |
[K+]
|
[OH-]
|
CC(C)O
| null |
train
|
US20040023989A1
|
CC(C)(C)c1[nH]nc(C(N)=O)c1[N+](=O)[O-]>>CC(C)(C)c1[nH]nc(C(N)=O)c1N
|
[Pd]
|
CCO
| null | null | null |
train
|
US20030055265A1
|
C=CCBr.CCOC(=O)CNC(=O)c1ccc(OC)cc1>>C=CCC(NC(=O)c1ccc(OC)cc1)C(=O)OCC
| null |
C1CCOC1
| null |
C[Si](C)(C)[N-][Si](C)(C)C.[Li+]
| null |
train
|
US20070265272A1
|
Brc1cnc2nnn(Cc3ccc4ncccc4c3)c2n1.CN(C)CCO>>CN(C)CCOc1cnc2nnn(Cc3ccc4ncccc4c3)c2n1
| null |
CCCCO
| null |
CCN(CC)CC
| null |
train
|
US20110230521A1
|
CC[C@H](NS(=O)C(C)(C)C)c1cnc(S(C)(=O)=O)s1.Cl>>CC[C@H](N)c1cnc(S(C)(=O)=O)s1.Cl
| null |
CO
| null | null | null |
train
|
US20090281092A1
|
CCc1c(F)c(C(=O)O)cc(OC)c1[N+](=O)[O-]>>COc1cc(C(=O)O)c(F)cc1N
| null |
CO
| null |
CC(=O)O
| null |
train
|
US05700809
|
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.Oc1ccc2c(c1)CCNC2>>CC(C)(C)OC(=O)N1CCc2cc(O)ccc2C1
| null |
ClCCl
| null |
Br
|
CCN(CC)CC
|
train
|
US20080039459A1
|
CS(=O)(=O)Cl.ClCCl.OCc1cc2nc(Cl)nc(N3CCOCC3)c2s1>>Cc1nc(N2CCOCC2)c2sc(COS(C)(=O)=O)cc2n1
| null |
ClCCl
| null |
CCN(CC)CC
| null |
train
|
US20090275619A1
|
CC1(N)CCN(C(=O)OC(C)(C)C)CC1.COC(=O)c1cccc(C=O)c1[N+](=O)[O-]>>COC(=O)c1cccc(C=NC2(C)CCN(C(=O)OC(C)(C)C)CC2)c1[N+](=O)[O-]
| null |
CCO
| null | null | null |
train
|
US20090286782A1
|
COc1ncc(CNc2cccc(F)n2)cc1F.O=C1CCC(=O)N1Br>>COc1ncc(CNc2ccc(Br)c(F)n2)cc1F
| null |
CC#N
| null |
O=C([O-])[O-].[K+].[K+]
| null |
train
|
US04511581
|
CC1(C)CCc2c(N)cccc21.Cc1ccccc1C(=O)Cl>>Cc1ccccc1C(=O)Nc1cccc2c1CCC2(C)C
| null |
C1CCOC1
|
CCOC(C)=O
|
CCN(CC)CC
|
O
|
train
|
US04547506
|
Cc1cc(Cc2cnc(N[N+](=O)[O-])[nH]c2=O)cnc1C.NCCCN(Cc1ccccc1)c1ccccn1>>Cc1cc(Cc2cnc(NCCCN(Cc3ccccc3)c3ccccn3)[nH]c2=O)cnc1C
| null |
c1ccncc1
| null | null | null |
train
|
US20100311966A1
|
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.O=C1CCNCC1OCc1ccccc1>>CC(C)(C)OC(=O)N1CCC(=O)C(OCc2ccccc2)C1
| null |
C1CCOC1
|
O
|
O=C(O)C(F)(F)F
|
[Na+].[OH-]
|
train
|
US20090197863A1
|
COC(=O)c1cccc(NC(=O)c2ccc(C3CCCN3C(=O)[O-])cc2F)c1O>>O=C(O)c1cccc2nc(-c3ccc(C4CCCN4)cc3F)oc12
| null |
O
| null |
[Na+].[OH-]
| null |
train
|
US20050288273A1
|
CC(=O)NC[C@H]1CN(c2cc(F)c3c(c2)CCCCC3=O)C(=O)O1.COC(OC)N(C)C>>CC(=O)NC[C@H]1CN(c2cc(F)c3c(c2)CCCC(=CN(C)C)C3=O)C(=O)O1
| null |
CCCO
| null | null | null |
train
|
US20110269737A1
|
COc1c(NC(=O)c2cc3cccc(CN4CCC(C(=O)OC(C)(C)C)CC4)c3n2C)cc(C(C)(C)C)cc1NS(C)(=O)=O>>COc1c(NC(=O)c2cc3cccc(CN4CCC(C(=O)O)CC4)c3n2C)cc(C(C)(C)C)cc1NS(C)(=O)=O
| null |
C1COCCO1
|
ClCCl
|
Cl
| null |
train
|
US20150376189A1
|
Clc1ccc2ncc(-c3cc4ccccc4o3)n2n1.NC(=O)C(O)C1CCCCC1>>O=C(Nc1ccc2ncc(-c3cc4ccccc4o3)n2n1)C(O)C1CCCCC1
| null |
CN(C)C=O
| null |
[H-].[Na+]
| null |
train
|
US20130274227A1
|
CSC(Nc1ccc(Cl)cc1)=C(C#N)C#N.NN>>N#Cc1c(Nc2ccc(Cl)cc2)n[nH]c1N
| null |
CCO
| null |
O
| null |
train
|
US20130116275A1
|
CCC1(C)C=Cc2cc(CNc3ccccc3)ccc2O1.COc1ccc(S(=O)(=O)Cl)cc1OC>>CCC1(C)C=Cc2cc(CN(c3ccccc3)S(=O)(=O)c3ccc(OC)c(OC)c3)ccc2O1
| null |
ClCCl
| null |
CCN(CC)CC
|
[Cl-].[NH4+]
|
train
|
US06107297
|
CCOC(=O)Cc1csc(NC(=O)CN)n1.Cc1ccc2c(c1)C=Cc1cc(C)ccc1C2c1cn(-c2ccnc(Cl)n2)c(=O)[nH]c1=O>>CCOC(=O)Cc1csc(NC(=O)CNc2nccc(-n3cc(C4c5ccc(C)cc5C=Cc5cc(C)ccc54)c(=O)[nH]c3=O)n2)n1
| null |
CN1CCCC1=O
| null |
CCN(C(C)C)C(C)C
| null |
train
|
US09238026B2
|
NNc1ccccc1.O=CCc1ccccc1>>c1ccc(-c2c[nH]c3ccccc23)cc1
| null |
CC(=O)O
| null |
O=C([O-])[O-].[Na+].[Na+]
| null |
train
|
US05405851
|
CCOC(=O)CCC(CC(=O)c1ccc([N+](=O)[O-])cc1)C(=O)OCC>>CCOC(=O)CCC(CC(=O)c1ccc(N)cc1)C(=O)OCC
|
[Pd]
|
CCO
| null | null | null |
train
|
Subsets and Splits
No community queries yet
The top public SQL queries from the community will appear here once available.