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 |
|---|---|---|---|---|---|---|---|
US20140051672A1 | BrCc1ccccc1.COC(=O)c1cc(O)c(Br)c(O)c1>>COC(=O)c1cc(O)c(Br)c(OCc2ccccc2)c1 | null | CN(C)C=O | O | Cl | O=C([O-])[O-].[K+].[K+] | train |
US20120009151A1 | CCCc1nc(Cl)nc(Nc2ccc3cn[nH]c3c2)n1.CS(=O)(=O)N1CCC(N)CC1>>CCCc1nc(Nc2ccc3cn[nH]c3c2)nc(NC2CCN(S(C)(=O)=O)CC2)n1 | null | CC#N | null | CCN(CC)CC | Cl | train |
US04243678 | CC(=O)Cl.CCOC(=O)CCCCNC(c1ccccc1)c1ccccc1>>CCOC(=O)CCCCN(C(C)=O)C(c1ccccc1)c1ccccc1 | null | c1ccccc1 | null | CCN(C(C)C)C(C)C | CS(C)=O | train |
US20090048258A1 | CCOC(=O)CBr.CCOc1cccc(C(C)=O)c1>>CCOC(=O)CCC(=O)c1cccc(OCC)c1 | null | C1CCOC1 | null | [Cl-].[NH4+] | null | train |
US20120083475A1 | C#CC1CC1.CCOC(=O)C[N+](=O)[O-]>>CCOC(=O)c1cc(C2CC2)on1 | null | CCO | null | C1CN2CCN1CC2 | null | train |
US20140243302A1 | COc1ccc2ncc(Cl)c(CCC34CCC(NCc5ccc6c(n5)NC(=O)CO6)(CC3)CC4)c2n1>>O=C1COc2ccc(CNC34CCC(CCc5c(Cl)cnc6ccc(O)nc56)(CC3)CC4)nc2N1 | null | Cl | null | null | null | train |
US04044141 | COC(=O)C1=C(C)NC(C)=C(C(=O)OCc2ccc(C)cc2)C1c1cccc([N+](=O)[O-])c1>>C/C(N)=C/C(=O)OCc1ccc(C)cc1 | null | CCO | null | null | null | train |
US20160168139A1 | C=C(OCC)c1nccc(C)n1.O=C(OO)c1cccc(Cl)c1>>Cc1ccnc(C(=O)CO)n1 | null | ClCCl | null | Cl | null | train |
US20120202799A1 | ClI.Nc1ccccc1C(=O)c1ccccc1>>Nc1ccc(I)cc1C(=O)c1ccccc1 | null | ClCCl | null | O=S(=O)([O-])[O-].[Na+].[Na+] | null | train |
US20160039736A1 | CC(=O)O.N#CCc1cc(Br)cc(Br)c1O.O=S(=O)(O)O>>O=C(O)Cc1cc(Br)cc(Br)c1O | null | O | null | null | null | train |
US20140288072A1 | CI.Cc1nn(C(C)(C)C)c2nc(N(CC3CC3)CC3CC3)c(CN(Cc3cc(C(F)(F)F)cc(C(F)(F)F)c3)c3ncc(-c4cc[nH]n4)cn3)cc12>>Cc1nn(C(C)(C)C)c2nc(N(CC3CC3)CC3CC3)c(CN(Cc3cc(C(F)(F)F)cc(C(F)(F)F)c3)c3ncc(-c4ccn(C)n4)cn3)cc12 | null | CN(C)C=O | null | O | [H-].[Na+] | train |
US20110237575A1 | CC(C)(C)NN.N#CCC(=O)C1CC1>>CC(C)(C)n1nc(C2CC2)cc1N | null | CCO | null | null | null | train |
US05583130 | CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.NCc1ccccc1Br>>CC(C)(C)OC(=O)NCc1ccccc1Br | null | CCOC(C)=O | ClCCl | CCN(CC)CC | Cl | train |
US20070054909A1 | CC(C)(C)OC(=O)Nc1ccc(C(=O)OC(C)(C)C)nc1>>CCOC(=O)c1ccc(N)cn1 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20060040963A1 | CO.FC(F)(F)c1nc(Cl)c2c(n1)CN(Cc1ccccc1)CC2>>COc1nc(C(F)(F)F)nc2c1CCN(Cc1ccccc1)C2 | null | CO | null | C[O-].[Na+] | null | train |
US05624943 | CN(C)C(OC(C)(C)C)OC(C)(C)C.O=C(O)CCc1nc(C(=O)O)ccc1O>>CC(C)(C)OC(=O)CCc1nc(C(=O)OC(C)(C)C)ccc1O | null | Cc1ccccc1 | null | null | null | train |
US20110003815A1 | CCOC(C)=O.Cc1ccc(S(=O)(=O)O)cc1.Cc1ccccc1.Oc1ccccc1>>COC(=O)c1ccc(C2(c3ccc(O)cc3)CC3CCC2C3)cc1 | null | Cc1ccccc1 | null | null | null | train |
US05994378 | CC(C)(C)c1csc(-c2cc3cc(Cc4nc(CC#N)cs4)ccc3o2)n1.[N-]=[N+]=[N-]>>CC(C)(C)c1csc(-c2cc3cc(Cc4nc(Cc5nnn[nH]5)cs4)ccc3o2)n1 | null | CN(C)C=O | null | [Cl-].[NH4+] | null | train |
US20150329551A1 | C1CN(CCN2CC3(CNC3)C2)CCO1.CCOc1ccc(OC)cc1C1(Cl)C(=O)Nc2ccc(C#N)cc21>>CCOc1ccc(OC)cc1C1(N2CC3(CN(CCN4CCOCC4)C3)C2)C(=O)Nc2ccc(C#N)cc21 | null | ClCCl | O | CCN(C(C)C)C(C)C | CO | train |
US20090181928A1 | CCCC(=O)c1ccccc1.O=[N+]([O-])c1ccc(CBr)cc1OCc1ccccc1>>CCC(Cc1ccc([N+](=O)[O-])c(OCc2ccccc2)c1)C(=O)c1ccccc1 | null | C1CCOC1 | null | C[Si](C)(C)[N-][Si](C)(C)C.[Li+] | null | train |
US04249932 | CC1(C)NCC(COc2ccccc2)O1.Cc1ccc(S(=O)(=O)N=C=O)cc1>>Cc1ccc(S(=O)(=O)NC(=O)N2CC(COc3ccccc3)OC2(C)C)cc1 | null | c1ccccc1 | null | null | null | train |
US20030232832A1 | CC(C)(CC=O)NC(=O)OC(C)(C)C.CCC(N)c1nn2cccc2c(=O)n1Cc1ccccc1>>CCC(NCCC(C)(C)NC(=O)OC(C)(C)C)c1nn2cccc2c(=O)n1Cc1ccccc1 | null | CO | null | CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+] | null | train |
US05288748 | CCCNC1CCc2cccc(Cl)c2C1.O=C(Cl)c1ccccc1>>CCCc1ccccc1C(=O)NC1CCc2cccc(Cl)c2C1 | null | ClCCl | null | CCN(CC)CC | O=C([O-])[O-].[Na+].[Na+] | train |
US20040171614A1 | C[Si](C)(C)Cl.OC[C@H]1CC[C@@H](c2ccccc2)N1>>C[Si](C)(C)OC[C@@H]1CC[C@H](c2ccccc2)N1 | null | ClCCl | null | CCN(CC)CC | O | train |
US20120046467A1 | COc1ccc(Br)c([N+](=O)[O-])c1.OB(O)Oc1ccccc1>>COc1ccc(-c2ccccc2)c([N+](=O)[O-])c1 | null | C1COCCO1 | null | O=C([O-])[O-].[Cs+].[Cs+] | null | train |
US20100010002A1 | CCCCO.O=C(O)C=Cc1ccc(O)c(O)c1>>CCCCOC(=O)C=Cc1ccc(O)c(O)c1 | null | CCCCO | null | O=S(Cl)Cl | null | train |
US20070112063A1 | CC(=O)OC(C)=O.Oc1cccc(Cl)c1>>CC(=O)Oc1cccc(Cl)c1 | O=S(=O)(O)O | null | null | [Na] | null | train |
US04521534 | COC(CN)OC.NC1=Nc2ccccc2Cn2cccc21>>COC(CNC1=Nc2ccccc2Cn2cccc21)OC | null | Cc1ccccc1 | null | [Cl-].[NH4+] | null | train |
US20030119838A1 | COc1ccc(-c2cc(CN3C(=O)c4ccccc4C3=O)c(=O)n(CC3CC3)n2)cc1F>>COc1ccc(-c2cc(CN)c(=O)n(CC3CC3)n2)cc1F | null | CO | null | NN | O | train |
US05216001 | Cl.Fc1ccc(-n2cc(C3=CCNCC3)c3ccc(Cl)cc32)cc1>>Cl.Fc1ccc(-n2cc(C3CCNCC3)c3ccc(Cl)cc32)cc1 | null | [Na+] | [OH-] | null | null | train |
US04211550 | CCOC(=N)NC(=O)OC.O=C=Nc1ccc(Cl)cc1Cl>>CCOC(=NC(=O)OC)NC(=O)Nc1ccc(Cl)cc1Cl | null | c1ccccc1 | null | null | null | train |
US05914328 | C1CCOC1.CC(C)(C)OC(=O)N1CC[C@@H]1CO.Oc1cccnc1>>CC(C)(C)OC(=O)N1C=CC=C[C@H]1OCN1CCC1 | null | C1CCOC1 | null | CCOC(=O)/N=N/C(=O)OCC | c1ccc(P(c2ccccc2)c2ccccc2)cc1 | train |
US05723631 | CCCC(=O)CC(=O)OCC.Oc1cc(O)cc(O)c1>>CCCc1cc(=O)oc2cc(O)cc(O)c12 | null | O | null | O=S(=O)(O)C(F)(F)F | null | train |
US20070117798A1 | C[C@H](N=[N+]=[N-])c1ccnc(Cl)c1>>C[C@H](N)c1ccnc(Cl)c1 | null | C1CCOC1 | O | c1ccc(P(c2ccccc2)c2ccccc2)cc1 | null | train |
US03979513 | COc1cccc2c1Cc1ccccc1C21CCN(C)CC1.N#CBr>>COc1cccc2c1Cc1ccccc1C21CCN(C#N)CC1 | null | ClCCl | null | null | null | train |
US20060003998A1 | COc1ccc(F)cc1CCl.O=C(c1ccccc1)C1CN(Cc2ccccc2)CCO1>>COc1ccc(F)cc1CC(O)(c1ccccc1)C1CN(Cc2ccccc2)CCO1 | null | CCOCC | null | II | [Mg] | train |
US20140296183A1 | CCCCCCCOc1ccc(CO)cc1C(F)(F)F.O=S(Cl)Cl>>CCCCCCCOc1ccc(CCl)cc1C(F)(F)F | CN(C)C=O | ClCCl | null | O | null | train |
US20130237518A1 | CC(C)(C)OC(=O)N1CCCC(c2ccn(-c3ccc4[nH]nc(-c5ccncc5)c4c3)n2)C1.COc1cccc(F)c1C=O>>COc1cccc(F)c1CN1CCCC(c2ccn(-c3ccc4[nH]nc(-c5ccncc5)c4c3)n2)C1 | null | C1CCOC1 | null | CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+] | null | train |
US04663344 | BrCc1ccccc1.COC(=O)c1c(OC)cccc1SC(=O)N(C)C>>COC(=O)c1c(OC)cccc1SCc1ccccc1 | null | CO | null | C[O-].[Na+] | null | train |
US04189607 | CC(C(=O)O)c1ccc(Cl)c([N+](=O)[O-])c1>>CC(C(=O)O)c1cccc(N)c1 | [Pd] | CCO | null | NN | O | train |
US07795262B2 | CN(C)C=C1CN(C(=O)OC(C)(C)C)CCC1=O.NN>>CC(C)(C)OC(=O)N1CCc2[nH]ncc2C1 | null | CCO | null | null | null | train |
US20070043063A1 | Cc1ccc(S(=O)(=O)n2cc(B3OC(C)(C)C(C)(C)O3)c3cccnc32)cc1.Clc1cc(Cl)ncn1>>Cc1ccc(S(=O)(=O)n2cc(-c3cc(Cl)ncn3)c3cccnc32)cc1 | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | CN(C)C=O | null | CCOC(C)=O | O=C([O-])[O-].[K+].[K+] | train |
US05773388 | CC(=O)c1ccc(Cl)cc1.CCOC(=O)C(F)(F)Cl>>O=C(CC(=O)C(F)(F)Cl)c1ccc(Cl)cc1 | null | CCOCC | null | C[O-].[Na+] | null | train |
US20100075990A1 | Brc1cnc(I)nc1.OB(O)c1ccccc1>>Brc1cnc(-c2ccccc2)nc1 | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | Cc1ccccc1 | null | O=C([O-])[O-].[Na+].[Na+] | null | train |
US05286902 | C=C(CO)c1ccc2cc(OC)ccc2c1>>COc1ccc2cc(C(C)CO)ccc2c1 | [Pd] | CCOC(C)=O | null | null | null | train |
US20110071150A1 | CCOC(=O)n1c(-c2ccccc2Cl)cc2cc(-c3ccc(C#N)cc3C)ccc21>>Cc1cc(C#N)ccc1-c1ccc2[nH]c(-c3ccccc3Cl)cc2c1 | null | C1CCOC1 | null | O=C([O-])[O-].[K+].[K+] | null | train |
US04460588 | CS(=O)(=O)c1ncc(Cl)cn1.Nc1ccc(O)cc1>>Nc1ccc(Oc2ncc(Cl)cn2)cc1 | null | CCC(C)=O | null | O=C([O-])[O-].[K+].[K+] | null | train |
US20080269210A1 | CC(C)(C)OC(=O)NCC(=O)Nc1cccc(-c2cc3nc(Cl)nc(N4CCOCC4)c3s2)c1.CC1(C)OB(c2ccc(N)nc2)OC1(C)C>>CC(C)(C)OC(=O)NCC(=O)Nc1cccc(-c2cc3nc(-c4ccc(N)nc4)nc(N4CCOCC4)c3s2)c1 | null | O | null | null | null | train |
US20120010190A1 | COc1ccc(C(=O)CC(c2ccc(Br)cc2)C2CCCCC2)cn1>>O=C(CC(c1ccc(Br)cc1)C1CCCCC1)c1ccc(=O)[nH]c1 | null | C1COCCO1 | null | Cl | null | train |
US04941909 | CCOS(=O)(=O)OCC.O=C(OC1CCCC1)c1cc(-n2c(=O)cc(C(F)(F)F)[nH]c2=O)c(F)cc1Cl>>CCn1c(C(F)(F)F)cc(=O)n(-c2cc(C(=O)OC3CCCC3)c(Cl)cc2F)c1=O | null | CC(C)=O | null | O=C([O-])O.[K+] | null | train |
US20120134934A1 | NC(C(=O)O[C@H]1CN2CCC1CC2)c1ccccc1.O=C(Cl)c1ccccc1>>O=C(NC(C(=O)O[C@H]1CN2CCC1CC2)c1ccccc1)c1ccccc1 | null | ClCCl | null | CCN(CC)CC | null | train |
US20090099155A1 | CC1(C)C(=O)Nc2ccc(CCCSc3c(Cl)ccc4c3CCNCC4)cc21.O=C(O)CCC(=O)O>>CC1(C)C(=O)Nc2ccc(CCCSc3c(Cl)ccc4c3CCNCC4)cc21.O=C(O)CCC(=O)O | null | CCOCC | CO | null | null | train |
US20060264418A1 | CS(=O)(=O)O.FC(F)(F)CNc1c(Cl)ccc2c1CCNCC2>>CS(=O)(=O)O.FC(F)(F)CNc1c(Cl)ccc2c1CCNCC2 | null | CC(C)O | null | null | null | train |
US06037354 | N#Cc1ccccc1C1CCC2(CC1)OCCO2>>N#Cc1ccccc1C1CCC(=O)CC1 | null | C1COCCO1 | null | Cl | O | train |
US20150166549A1 | FC(F)(F)c1nn(C2CCCCO2)c2ncnc(NC3CCCCO3)c12>>Nc1ncnc2[nH]nc(C(F)(F)F)c12 | null | CCO | O | O=C(O)C(F)(F)F | null | train |
US05968954 | ON=C1CCN(c2cccc3c2OCCC3)CC1>>NC1CCN(c2cccc3c2OCCC3)CC1 | [Ni] | CCO | null | [NH4+].[OH-] | null | train |
US20100197679A1 | CCOC(=O)CNc1ccc(OC)nc1Nc1cnc2c(c1)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](NC(=O)OC(C)(C)C)C2>>COc1ccc2c(n1)N(c1cnc3c(c1)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](NC(=O)OC(C)(C)C)C3)C(=O)CN2 | null | C1CCOC1 | null | [H-].[Na+] | null | train |
US04391805 | CS(=O)(=O)OCC1COC(CBr)(c2ccc(Cl)cc2)O1.Cc1cc(CN(C)C)cc(Cl)c1O>>Cc1cc(CN(C)C)cc(Cl)c1OCC1COC(CBr)(c2ccc(Cl)cc2)O1 | null | CN(C)C=O | null | [H][H] | [H-].[Na+] | train |
US20160152610A1 | O=S(Cl)Cl.OCCN1CCc2c([nH]c3ccccc23)C1c1ccccc1>>Cl.ClCCN1CCc2c([nH]c3ccccc23)C1c1ccccc1 | null | ClCCl | null | null | null | train |
US20040132733A1 | CC(C)(C)OC(=O)NCCc1ccc(-n2cnnc2)cc1>>NCCc1ccc(-n2cnnc2)cc1 | null | CCOC(C)=O | null | Cl | null | train |
US05158970 | CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)O.CCN(CC)CC.CCP(=O)(C#N)CC.CN(C)C=O.c1ccccc1>>COC(OC)[C@@H]1CCCN1C(=O)[C@H]1CCCN1C(=O)OCc1ccccc1 | null | CN(C)C=O | null | CCOC(C)=O | null | train |
US20050250753A1 | Clc1ccc2c(c1)C=Cc1cc(Br)ccc1CN2.O=S(=O)(Cl)N1CCOCC1>>O=S(=O)(N1CCOCC1)N1Cc2ccc(Br)cc2C=Cc2cc(Cl)ccc21 | null | CC(Cl)Cl | null | c1ccncc1 | null | train |
US20070043028A1 | C=CC(=O)OCC.C=CCN1C[C@H](C)N([C@@H](c2cccc(O)c2)c2cccc(C(=O)N3CCCNCC3)c2)C[C@H]1C>>C=CCN1C[C@H](C)N([C@@H](c2cccc(O)c2)c2cccc(C(=O)N3CCCN(CCC(=O)OCC)CC3)c2)C[C@H]1C | null | CCO | null | null | null | train |
US20100173941A1 | CCOCCOCCBr.c1ccc2c(c1)cnn2C1CCNCC1>>CCOCCOCCN1CCC(n2ncc3ccccc32)CC1 | null | CN(C)C=O | null | O=C(O)C(F)(F)F | O=C([O-])[O-].[K+].[K+] | train |
US20100152155A1 | CC(C)COC(C)ONC(=O)c1cnc(N2CC3C(CNCc4ccc5ccccc5c4)C3C2)nc1>>O=C(NO)c1cnc(N2CC3C(CNCc4ccc5ccccc5c4)C3C2)nc1 | null | ClCCl | null | C1COCCO1 | Cl | train |
US20130114009A1 | Fc1cc(F)cc(Br)c1.O=C=O>>O=C(O)c1cc(F)cc(F)c1 | null | C1CCOC1 | Cl | II | [Mg] | train |
US05405861 | C1=COCCC1.COC(=O)[C@@H](C)O>>COC(=O)[C@@H](C)OC1CCCCO1 | null | ClCCl | null | Cc1ccc(S(=O)(=O)O)cc1 | O=C([O-])O.[Na+] | train |
US04154834 | CC(c1cccnc1)c1c[nH]c(=S)[nH]c1=O.CI>>CSc1ncc(C(C)c2cccnc2)c(=O)[nH]1 | null | CCO | null | C | C[O-].[Na+] | train |
US04563535 | O=C1C2=C(CCCC2)C(=O)N1c1cc([N+](=O)[O-])ccc1F>>Nc1ccc(F)c(N2C(=O)C3=C(CCCC3)C2=O)c1 | [Fe] | CC(=O)O | null | null | null | train |
US20130078214A1 | CC(C)(CNC(=O)OC(C)(C)C)CNC(=O)c1ccc(Nc2cc(NCc3ccc(OCCCBr)cc3)nc(OCC(F)(F)F)n2)nc1>>CC(C)(CN)CNC(=O)c1ccc(Nc2cc(NCc3ccc(OCCCBr)cc3)nc(OCC(F)(F)F)n2)nc1 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20100009973A1 | CC(=O)c1cccs1.O=Cc1ccco1>>O=C(/C=C/c1ccco1)c1cccs1 | null | CCO | null | [Na+].[OH-] | null | train |
US20110092497A1 | CC1(C)OB(c2cncc(C(N)=O)c2)OC1(C)C.CN(C)C=O.CN1CCN(c2ccc(Nc3ncc(Br)n4ccnc34)cc2)CC1>>CN1CCN(c2ccc(Nc3ncc(-c4cncc(C(N)=O)c4)n4ccnc34)cc2)CC1.N | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | C1COCCO1 | CN(C)C=O | O=C([O-])[O-].[Na+].[Na+] | null | train |
US20160229814A1 | CCNC(=O)c1cc([N+](=O)[O-])ccc1N.O=C(Cl)Cl>>CCn1c(=O)[nH]c2ccc([N+](=O)[O-])cc2c1=O | null | C1CCOC1 | null | Cc1ccccc1 | null | train |
US06248900B1 | CN.COC(=O)NN=C(OC)OC>>COc1n[nH]c(=O)n1C | null | CO | null | null | null | train |
US20130331561A1 | CCCCCc1ccc(-c2cc3cn([C@H]4C[C@H](O)[C@@H](CO)O4)c(=O)nc3o2)cc1.COc1ccc(C(Cl)(c2ccccc2)c2ccc(OC)cc2)cc1>>CCCCCc1ccc(-c2cc3cn([C@H]4C[C@H](O)[C@@H](COC(c5ccccc5)(c5ccc(OC)cc5)c5ccc(OC)cc5)O4)c(=O)nc3o2)cc1 | null | ClCCl | null | c1ccncc1 | null | train |
US20150175594A1 | Cc1noc(-c2c(NC(=O)C3=C(C(=O)O)CCC3)sc3c2CCCCC3)n1.O=C1OC(=O)C2=C1C1CCC2CC1>>Cc1noc(-c2c(NC(=O)C3=C(C(=O)O)C4CCC3CC4)sc3c2CCCCC3)n1 | null | CCCCCC | CCOC(C)=O | null | null | train |
US04656167 | COc1ccc(I)c2c1C[C@@H]1[C@@H](C2)OCCN1C.[Li]SC>>COc1ccc(SC)c2c1C[C@@H]1[C@@H](C2)OCCN1C | null | CN(C)C=O | CN(C)C=O | null | null | train |
US20140005213A1 | CC(C)(C)OC(=O)N[C@H]1CCN([C@H](c2ccc3nnc(-c4ccc5cc(F)c(OCCO)cc5n4)n3c2)C(F)(F)F)C1>>N[C@H]1CCN([C@H](c2ccc3nnc(-c4ccc5cc(F)c(OCCO)cc5n4)n3c2)C(F)(F)F)C1 | null | O=C(O)C(F)(F)F | null | null | null | train |
US20080306144A1 | CCC(=O)OC(=O)CC.OCc1ccc(O)cc1>>CCC(=O)Oc1ccc(CO)cc1 | null | CCCCCCC | ClCCl | CCN(CC)CC | CCOC(C)=O | train |
US20160272645A1 | COc1cc(F)cc(B(O)O)c1.Nc1ncnc2[nH]nc(I)c12>>COc1cc(F)cc(-c2n[nH]c3ncnc(N)c23)c1 | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | COCCOC | null | O | O=C([O-])[O-].[K+].[K+] | train |
US05210092 | Cc1ccc(-n2cccc2C#N)cc1.O=[N+]([O-])O>>Cc1ccc(-n2cc([N+](=O)[O-])cc2C#N)cc1 | null | CC(=O)OC(C)=O | null | O=C([O-])O.[Na+] | null | train |
US20060094708A1 | CC(=O)c1nc(-c2ccc(C[C@@H](CCO)NC(=O)c3ccc(OC(C)C)c(Cl)c3)cc2)cn1C.OCCO>>CC(C)Oc1ccc(C(=O)N[C@H](CCO)Cc2ccc(-c3cn(C)c(C4(C)OCCO4)n3)cc2)cc1Cl | null | c1ccccc1 | null | Cc1ccc(S(=O)(=O)O)cc1 | O | train |
US20100029710A1 | CCc1nc2c(C)cc(CCOC)nc2n1[C@H]1CCc2cc(-c3ccccc3-c3nnnn3C(c3ccccc3)(c3ccccc3)c3ccccc3)ccc21>>CCc1nc2c(C)cc(CCOC)nc2n1[C@H]1CCc2cc(-c3ccccc3-c3nnn[nH]3)ccc21 | null | CO | null | null | null | train |
US20150031668A1 | CI.CN(C)C=O.O=C(O)c1cc2ccc(Br)cc2[nH]1>>COC(=O)c1cc2ccc(Br)cc2n1C | null | O | null | O=C([O-])[O-].[K+].[K+] | null | train |
US20090163524A1 | CC(C)(C)OC(=O)NC1(C(=O)O)CCN(c2ncnc3[nH]ccc23)CC1.CCN(CC)CC[C@H](N)c1ccc(Cl)cc1>>CCN(CC)CC[C@H](NC(=O)C1(NC(=O)OC(C)(C)C)CCN(c2ncnc3[nH]ccc23)CC1)c1ccc(Cl)cc1 | null | CC(=O)N(C)C | CCOC(C)=O | CCN(C(C)C)C(C)C | CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F | train |
US06232258B1 | C1C2CC3CC1CC(C2)C3.CC(=O)O.O=C1c2ccccc2C(=O)N1O>>O=C1C2CC3CC(C2)CC1(O)C3.O=C1C2CC3CC(C2)CC1C3 | null | CC(=O)O | null | O=S(=O)(O)O | null | train |
US06911543B2 | COC(=O)C(NC(C)=O)P(=O)(OC)OC.O=Cc1sc2ccccc2c1C=O>>COC(=O)c1cc2sc3ccccc3c2cn1 | null | ClCCl | null | C1CCC2=NCCCN2CC1 | null | train |
US20080287430A1 | COC(=N)c1ccc(Cc2cc(Cl)ccc2OCC(C)C)o1.Nc1ccccc1N>>CC(C)COc1ccc(Cl)cc1Cc1ccc(-c2nc3ccccc3[nH]2)o1 | null | CCO | CCOCC | Cl | null | train |
US20080274947A1 | C1CN2CCN1CC2.O=C1C(CCC(O)c2ccc(F)cc2)C(c2ccc(OCc3ccc(CBr)cc3)cc2O)N1c1ccc(F)cc1>>O=C1C(CCC(O)c2ccc(F)cc2)C(c2ccc(OCc3ccc(C[N+]45CCN(CC4)CC5)cc3)cc2O)N1c1ccc(F)cc1.[Br-] | null | Cc1ccccc1 | null | null | null | train |
US20020173469A1 | C=C(C)CBr.O=C(O)Cc1ccc(-c2ccccc2)cc1>>C=C(C)CC(C(=O)O)c1ccc(-c2ccccc2)cc1 | null | C1CCOC1 | null | CC(C)NC(C)C | [Li]CCCC | train |
US20030105074A1 | CC(C)(C)OC(=O)N1CCC2(CC1)CC(=O)C2(Cl)Cl>>CC(C)(C)OC(=O)N1CCC2(CC1)CC(=O)C2 | [Zn] | CO | null | [Cl-].[NH4+] | null | train |
Subsets and Splits
No community queries yet
The top public SQL queries from the community will appear here once available.