source
stringlengths 10
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stringlengths 21
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stringclasses 53
values | solvent1
stringclasses 84
values | solvent2
stringclasses 40
values | reagent1
stringclasses 222
values | reagent2
stringclasses 94
values | dataset
stringclasses 1
value |
|---|---|---|---|---|---|---|---|
US20060270856A1 | NS(=O)(=O)N1CCC(c2ccccc2)CC1.O=Cc1csc2ccccc12>>O=S(=O)(NCc1csc2ccccc12)N1CCC(c2ccccc2)CC1 | null | CCO | null | [BH4-].[Na+] | null | train |
US20050075378A1 | CC(C)(C)OC(=O)CCc1ccc(O)cc1CN.O=C(Cl)c1ccccc1>>CC(C)(C)OC(=O)CCc1ccc(O)cc1CNC(=O)c1ccccc1 | null | ClCCl | null | CCN(CC)CC | null | train |
US20150140573A1 | O=C(NCCCOc1ccc(CO)cc1)OCC1c2ccccc2-c2ccccc21>>O=Cc1ccc(OCCCNC(=O)OCC2c3ccccc3-c3ccccc32)cc1 | O=[Mn]=O | C1CCOC1 | null | null | null | train |
US20020082420A1 | CCOC(=O)CN1CCC(CC#N)CC1.Cl.Cl>>CCOC(=O)CN1CCC(CCN)CC1.Cl.Cl | [Pd] | CCO | null | [H][H] | null | train |
US05622947 | CCOC(C)=N.COc1cc(NC(=O)c2ccccc2Cl)ccc1C(=O)N1CCCC(OCCN)c2cc(Cl)ccc21.Cl>>COc1cc(NC(=O)c2ccccc2Cl)ccc1C(=O)N1CCCC(OCCNC(C)=N)c2cc(Cl)ccc21.Cl | null | CCO | null | null | null | train |
US20130129753A1 | CO[C@H]([C@@H](C)C(=O)O)[C@@H]1CCCN1C(=O)OC(C)(C)C.NCCc1ccccc1>>CO[C@H]([C@@H](C)C(=O)NCCc1ccccc1)[C@@H]1CCCN1C(=O)OC(C)(C)C | null | CN(C)C=O | ClCCl | CCN(C(C)C)C(C)C | CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F | train |
US20150361123A1 | COc1cc(N)c([N+](=O)[O-])cc1F>>COc1cc(N)c(N)cc1F | [Pd] | CO | null | null | null | train |
US20070213323A1 | COc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1>>O=c1ccc(-c2ccc(O)cc2)cn1Cc1ccc(Cl)cc1F | null | ClCCl | null | BrB(Br)Br | CO | train |
US20110306592A1 | Nc1noc2ccc(C(F)(F)F)cc12.O=CC(=O)O>>O=C(O)CNc1noc2ccc(C(F)(F)F)cc12 | null | CO | null | CC(=O)O | O | train |
US20120225857A1 | CCN(C)S(=O)(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1C.Nc1ncc(Br)nc1-c1ccc2c(c1)CCNC2=O>>CCN(C)S(=O)(=O)c1ccc(-c2cnc(N)c(-c3ccc4c(c3)CCNC4=O)n2)cc1C | null | CCCCO | null | O=C([O-])[O-].[Na+].[Na+] | null | train |
US20160200695A1 | ClCc1cnn(-c2ccccc2)c1.O=C1CCOc2cc(O)ccc21>>O=C1CCOc2cc(OCc3cnn(-c4ccccc4)c3)ccc21 | null | CN(C)C=O | O | [I-].[K+] | null | train |
US04791231 | O=Cc1c2c3c(cccc3c3ccccc13)CC2>>O=Cc1c2c3c(cccc3c3ccccc13)C=C2 | null | CCCCCC | Cc1ccccc1 | null | null | train |
US20060252780A1 | CCCn1c(C)cc(=O)[nH]c1=O.O=[N+]([O-])O>>CCCn1c(C)c([N+](=O)[O-])c(=O)[nH]c1=O | null | O | null | O=S(=O)(O)O | null | train |
US03992408 | O=C1c2ccccc2C(=O)N1Cc1cnc2n1-c1ccc([N+](=O)[O-])cc1C(c1ccccc1)=NC2>>NCc1cnc2n1-c1ccc([N+](=O)[O-])cc1C(c1ccccc1)=NC2 | null | CCO | null | NN | O | train |
US05811459 | BrCc1ccccc1.O=C([O-])c1ccc(CCCc2ccccc2O)cc1>>O=C(O)c1ccc(CCCc2ccccc2OCc2ccccc2)cc1 | null | CCOC(C)=O | CN(C)C=O | O | O=C([O-])[O-].[K+].[K+] | train |
US20060111353A1 | NCc1cccnc1.O=S(=O)(Cl)c1ccc(Br)cc1>>O=S(=O)(NCc1cccnc1)c1ccc(Br)cc1 | null | ClCCl | null | CCN(CC)CC | null | train |
US20050070549A1 | COC(=O)CN(Cc1ccc(Cl)cc1[N+](=O)[O-])C1CCN(C(=O)OC(C)(C)C)C1>>CC(C)(C)OC(=O)N1CCC(N2CC(=O)Nc3cc(Cl)ccc3C2)C1 | [Pd] | CCOC(C)=O | null | null | null | train |
US20090221654A1 | CC(C)(C)[Si](O[C@H](/C=C/[C@H]1[C@H](O)C[C@@H]2OC(O)C[C@@H]21)c1cc2ccccc2s1)(c1ccccc1)c1ccccc1>>CC(C)(C)[Si](O[C@H](CC[C@H]1[C@H](O)C[C@@H]2OC(O)C[C@@H]21)c1cc2ccccc2s1)(c1ccccc1)c1ccccc1 | [Pd] | CCOC(C)=O | null | [H][H] | null | train |
US20130150353A1 | C=C(OCC)[Sn](CCCC)(CCCC)CCCC.CC(C)(C)OC(=O)N1C2CCC1CC(c1nc3c(-c4ccc(-c5ccccc5)nc4)cnn3c(N(COCC[Si](C)(C)C)COCC[Si](C)(C)C)c1Br)C2>>C=C(OCC)c1c(C2CC3CCC(C2)N3C(=O)OC(C)(C)C)nc2c(-c3ccc(-c4ccccc4)nc3)cnn2c1N(COCC[Si](C)(C)C)COCC[Si](C)(C)C | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | C1COCCO1 | null | null | null | train |
US20080234250A1 | Cc1cc(C(=O)NCc2ccccc2-c2ccco2)ccc1CNC(=O)N1CC(=O)N(CCO[Si](C)(C)C(C)(C)C)c2cccc(F)c21>>Cc1cc(C(=O)NCc2ccccc2-c2ccco2)ccc1CNC(=O)N1CC(=O)N(CCO)c2cccc(F)c21 | null | C1CCOC1 | null | CCCC[N+](CCCC)(CCCC)CCCC.[F-] | null | train |
US04777270 | CN(C)C=O.COC(=O)c1cc(C(C)(C)CC(C)(C)C)ccc1O.ClCCOCCOCCOC1CCCCO1>>COC(=O)C1C=C(C(C)(C)CC(C)(C)C)C=CC1(O)OCCOCCOCCOC1CCCCO1 | null | CCOCC | null | O=C([O-])[O-].[K+].[K+] | null | train |
US04970219 | Nc1ccc2c(c1)CCC2.O=[N+]([O-])c1cc[n+]([O-])cc1F>>O=[N+]([O-])c1cc[n+]([O-])cc1Nc1ccc2c(c1)CCC2 | null | CCO | CCOCC | null | null | train |
US04678499 | CC(C)(C)NS(=O)(=O)c1cccc2c1C(O)CCC2>>CC(C)(C)NS(=O)(=O)c1cccc2c1C(=O)CCC2 | null | CCOCC | ClCCl | O=[Cr](=O)([O-])Cl.c1cc[nH+]cc1 | null | train |
US06376426B1 | CI.COc1ccc2ccn(-n3c(=O)cc(C(F)(F)F)[nH]c3=O)c2c1>>COc1ccc2ccn(-n3c(=O)cc(C(F)(F)F)n(C)c3=O)c2c1 | null | CC#N | O | Cl | O=C([O-])[O-].[K+].[K+] | train |
US20150141477A1 | CCOC(=O)C(C)(C)OCc1nn(-c2ccc(Cl)cc2Cl)c(-c2ccc(Cl)cc2)c1C>>Cc1c(COC(C)(C)C(=O)O)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(Cl)cc1 | null | C1CCOC1 | O | Cl | [Li+].[OH-] | train |
US05212324 | CC(C)I.CCCCCCCC1(CC[C@H]2[C@H](OC3CCCCO3)C[C@H](O)[C@@H]2C/C=C\CCCCCC(=O)O)OCCO1>>CCCCCCCC1(CC[C@H]2[C@H](OC3CCCCO3)C[C@H](O)[C@@H]2C/C=C\CCCCCC(=O)OC(C)C)OCCO1 | null | CC#N | null | C1CCC2=NCCCN2CC1 | null | train |
US20020103229A1 | COC(=O)CN1CCOCC1.NN>>NNC(=O)CN1CCOCC1 | null | CCO | null | null | null | train |
US20130303524A1 | CC(=O)C(C)(C)N1CCCS1(=O)=O.C[S+](C)(C)=O>>CC1(C(C)(C)N2CCCS2(=O)=O)CO1 | null | CS(C)=O | null | [H-].[Na+] | null | train |
US20080009530A1 | COCCOc1ccc(CC(OC)C(=O)OC)c(O)c1.FC(F)(F)c1cnc(Cl)c(Cl)c1>>COCCOc1ccc(CC(OC)C(=O)OC)c(Oc2ncc(C(F)(F)F)cc2Cl)c1 | null | CN(C)C=O | null | [H-].[Na+] | [Cl-].[NH4+] | train |
US20050112770A1 | CC1=Nc2ncc(-c3ccccc3)cc2C1(C)C.COCCOCCl>>COCCOCN1C=C(c2ccccc2)C=C2C1=[NH+]C(C)C2(C)C.[Cl-] | null | CCOC(C)=O | null | null | null | train |
US20120077793A1 | CC(C)(C)OC(=O)N[C@@H](Cc1ccc(O)cc1F)C(=O)N1CCC[C@H]1C(N)=O.O=S(=O)(N(c1ccccc1)S(=O)(=O)C(F)(F)F)C(F)(F)F>>CC(C)(C)OC(=O)N[C@@H](Cc1ccc(OS(=O)(=O)C(F)(F)F)cc1F)C(=O)N1CCC[C@H]1C(N)=O | null | CC#N | null | CCN(C(C)C)C(C)C | null | train |
US20140256736A1 | Nc1cc(Br)ccc1O.O=C(n1ccnc1)n1ccnc1>>O=c1[nH]c2cc(Br)ccc2o1 | null | C1COCCO1 | null | null | null | train |
US20080292548A1 | CNC.COC(=O)c1cc(F)ccc1S(C)(=O)=O>>COC(=O)c1cc(N(C)C)ccc1S(C)(=O)=O | null | CS(C)=O | null | Cl | O=C([O-])[O-].[K+].[K+] | train |
US20020025959A1 | CCOC=C(C(=O)OCC)C(=O)c1cc(I)cc(F)c1F.CNC(=O)CN>>CCOC(=O)c1cn2c3c(cc(I)cc3c1=O)N(C)C(=O)C2 | null | CN1CCCC1=O | null | [H-].[Na+] | null | train |
US20090163471A1 | NC(=O)c1ccc(C(=O)OCc2ccccc2)cc1NC1CCCCC1>>NC(=O)c1ccc(C(=O)O)cc1NC1CCCCC1 | [Pd] | CO | null | [H][H] | null | train |
US20090170791A1 | CCOC(=O)c1cn2c3c(cc(Br)cc3c1=O)CCC2>>O=C(O)c1cn2c3c(cc(Br)cc3c1=O)CCC2 | null | CCO | null | [Na+].[OH-] | null | train |
US20050113439A1 | CCOC(=O)[C@@H](N)CC(C)C.Cc1ccc(C)n1-c1ccc2c(c1)c(-c1ccccc1)c(C(=O)O)n2Cc1ccccc1>>Cc1ccc(C)n1-c1ccc2c(c1)c(-c1ccccc1)c(C(=O)N[C@@H](CC(C)C)C(=O)O)n2Cc1ccccc1 | null | O | null | Cl | null | train |
US20100228023A1 | Cc1ccc(N)c(N)c1C.O=c1[nH]c2ccccc2c(=O)o1>>Cc1ccc2c(c1C)NC(=O)c1ccccc1N2 | null | CC(=O)O | null | null | null | train |
US20130040931A1 | CC(C)(C)C#Cc1cccc(C(=O)N2CCCC2)c1-c1ccc2nc(N)c(N3CCOCC3)cc2c1>>CC(C)(C)CCc1cccc(C(=O)N2CCCC2)c1-c1ccc2nc(N)c(N3CCOCC3)cc2c1 | [Pd] | CCO | null | null | null | train |
US07109228B2 | CCc1nn(CCO)c(CC)c1Oc1cc(Cl)cc(Cl)c1.NCCCl>>CCc1nn(CCOCCN)c(CC)c1Oc1cc(Cl)cc(Cl)c1 | null | CN(C)C=O | null | Cl | [H-].[Na+] | train |
US03957782 | CCOc1nc2c(cnn2CC)nc1C(=O)Cl.Nc1nccs1>>CCOc1nc2c(cnn2CC)nc1C(=O)Nc1nccs1 | null | c1ccccc1 | null | CCN(CC)CC | null | train |
US20090197864A1 | C[C@@H](Oc1c(N)ncc2c(-c3cnn(C4CCN(C(=O)OC(C)(C)C)CC4)c3)c(Br)oc12)c1c(Cl)ccc(F)c1Cl>>C[C@@H](Oc1c(N)ncc2c(-c3cnn(C4CCNCC4)c3)c(Br)oc12)c1c(Cl)ccc(F)c1Cl | null | CCOCC | ClCCl | Cl | null | train |
US20130261159A1 | CC(C)(C)[Si](C)(C)OCc1cnc(CO)s1.CI>>COCc1ncc(CO[Si](C)(C)C(C)(C)C)s1 | null | ClCCl | null | N#N | null | train |
US20090082399A1 | NCc1ccc(F)cc1.O=C(O[C@H]1CCCN(C(=O)c2ccc(F)cc2)C1)OC(Cl)(Cl)Cl>>O=C(NCc1ccc(F)cc1)O[C@H]1CCCN(C(=O)c2ccc(F)cc2)C1 | null | ClCCl | null | CCN(CC)CC | Cl | train |
US20140031349A1 | C=CC1=C(N2CCC3(CCN(C(=O)OC(C)(C)C)CC3)C2=O)COC1=O.O>>CC(C)(C)OC(=O)N1CCC2(CC1)CCN(C1=C(C=O)C(=O)OC1)C2=O | null | CC(C)=O | O | [Na+].[O-][I+3]([O-])([O-])[O-] | null | train |
US20150018373A1 | Cc1c2cc(-n3ccc(O)cc3=O)ccc2nn1C1CC1.OCc1ccc(Br)cn1>>Cc1c2cc(-n3ccc(OCc4ccc(Br)cn4)cc3=O)ccc2nn1C1CC1 | null | C1CCOC1 | null | O | c1ccc(P(c2ccccc2)c2ccccc2)cc1 | train |
US04107326 | CI.S=C(NCc1ccccc1)NCc1ccccc1>>CSC(=NCc1ccccc1)NCc1ccccc1.I | null | CCO | null | null | null | train |
US05405851 | CC1(C)CC=Cc2ccccc21.OO>>CC1(C)CC(=O)Cc2ccccc21 | null | O=CO | null | null | null | train |
US20150336881A1 | CCSc1cc(C(F)(F)F)ccc1C(=O)Nc1ccc(SC(F)(F)F)cc1.CI>>CCSc1cc(C(F)(F)F)ccc1C(=O)N(C)c1ccc(SC(F)(F)F)cc1 | null | CC(C)=O | CN(C)C=O | O=C([O-])[O-].[K+].[K+] | O=C([O-])O.[Na+] | train |
US06043248 | CC(O)c1cc2c(cn1)CCCC2.O=S(Cl)Cl>>CC(Cl)c1cc2c(cn1)CCCC2 | null | ClCCl | null | null | null | train |
US20100093724A1 | C[C@H](NS(=O)C(C)(C)C)c1ccnc(S(C)(=O)=O)c1.Cl>>C[C@H](N)c1ccnc(S(C)(=O)=O)c1.Cl | null | CO | null | C1COCCO1 | null | train |
US20120214803A1 | CN(C)CCNC(c1ccc(F)cc1)c1ccc2cccnc2c1N.NS(N)(=O)=O>>CN(C)CCN1C(c2ccc(F)cc2)c2ccc3cccnc3c2NS1(=O)=O | null | c1ccncc1 | null | null | null | train |
US20100204209A1 | CN(C)CCC1CCC(N2CCN(Cc3ccccc3)CC2)CC1>>CN(C)CCC1CCC(N2CCNCC2)CC1 | [Pd] | CCO | null | null | null | train |
US05455258 | O=C1CCSCC1.[C-]#N.[Cl-].[NH4+]>>Cl.N#CC1(N)CCSCC1 | null | CO | O | O=C([O-])[O-].[K+].[K+] | null | train |
US04237019 | N#C[S-].Nc1cccc2cccc(Cl)c12>>N#CSc1cccc2cccc(Cl)c12 | null | O | null | O=N[O-].[Na+] | null | train |
US05236952 | C1CCOC1.CCCCCC.COc1cccc(Br)c1.O=Cc1ccnc2ccccc12>>COc1cc(C(O)c2ccnc3ccccc23)ccc1OCc1ccccc1 | null | C1CCOC1 | null | CC(=O)O | O | train |
US20120208817A1 | CCOc1cc(C=O)cc([N+](=O)[O-])c1O.NC(N)=O.O=C(CC1CCCCC1)c1ccccc1>>CCOc1cc(C2NC(=O)NC(c3ccccc3)=C2C2CCCCC2)cc([N+](=O)[O-])c1O | Cl[Cu] | C1CCOC1 | CC(=O)O | CCOCC | FB(F)F | train |
US20160090387A1 | CCCn1cnc2c(Cl)nc(Cl)nc21.NCc1ccccc1>>CCCn1cnc2c(NCc3ccccc3)nc(Cl)nc21 | null | CCCCO | null | CCN(CC)CC | null | train |
US20130040984A1 | CC(C)(C)OC(=O)N1CCC[C@@](F)(CNc2nc(-c3cnn(C(C)(C)C)c3)cc3ncccc23)C1>>CC(C)(C)n1cc(-c2cc3ncccc3c(NC[C@]3(F)CCCNC3)n2)cn1 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20090036467A1 | CC(=O)Oc1cccc(C(=O)Nc2ncc(S(C)(=O)=O)s2)c1>>CS(=O)(=O)c1cnc(NC(=O)c2cccc(O)c2)s1 | null | C1CCOC1 | null | Cl | null | train |
US04806685 | [N-]=[N+]=NCCOc1ccc(/C(=C(\c2ccccc2)C(F)(F)F)c2ccccc2)cc1>>NCCOc1ccc(/C(=C(\c2ccccc2)C(F)(F)F)c2ccccc2)cc1 | [Pd] | CO | null | null | null | train |
US20110144110A1 | O=C1OCCN1c1ccc([N+](=O)[O-])cc1>>Nc1ccc(N2CCOC2=O)cc1 | [Pd] | CO | null | null | null | train |
US05478939 | CC(C)(C)OC(=O)N1C[C@H]2C[C@@H]1CN2.Cc1noc(C(Cl)(Cl)Cl)n1>>Cc1noc(N2C[C@H]3C[C@@H]2CN3C(=O)OC(C)(C)C)n1 | null | Cc1ccccc1 | null | null | null | train |
US20110015178A1 | O=C(O)c1csc(-c2cn[nH]c2)c1.c1ccc(C2CCCN2)nc1>>O=C(c1csc(-c2cn[nH]c2)c1)N1CCCC1c1ccccn1 | null | O=S(Cl)Cl | null | CC#N | null | train |
US06300363B1 | CCOC(=O)n1c(C(=O)c2cccc(C#N)c2)c(N)c2ccc(Cl)cc21.N#Cc1cccc(C(=O)c2[nH]c3cc(Cl)ccc3c2N)c1>>NC(=O)c1cccc(C(=O)c2[nH]c3cc(Cl)ccc3c2N)c1 | null | CCO | O | O=C([O-])[O-].[K+].[K+] | null | train |
US07521466B2 | COC(=O)C(Cc1ccc(Oc2ccc(CC3SC(=O)NC3=O)cc2)cc1)NC(=O)C(CCSC)NC(=O)OC(C)(C)C.Cl>>COC(=O)C(Cc1ccc(Oc2ccc(CC3SC(=O)NC3=O)cc2)cc1)NC(=O)C(N)CCSC.Cl | null | ClCCl | null | null | null | train |
US20130012491A1 | CC(C)Oc1ccc(B2OC(C)(C)C(C)(C)O2)cc1C#N.CCOC(=O)CCCc1cccc(-c2cnc(Cl)nc2)c1CC>>CCOC(=O)CCCc1cccc(-c2cnc(-c3ccc(OC(C)C)c(C#N)c3)nc2)c1CC | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | CN(C)C=O | O | O=P([O-])([O-])[O-].[K+].[K+].[K+] | null | train |
US06469167B1 | CCOC(=O)COc1ccc(CC2SC(=O)NC2=O)cc1.CNC(=O)c1ccccc1N>>Cn1c(COc2ccc(CC3SC(=O)NC3=O)cc2)nc2ccccc2c1=O | null | CO | null | Cc1ccc(S(=O)(=O)O)cc1 | null | train |
US20060014808A1 | C#CCBr.CCOC(=O)c1cc(=O)[nH]n1-c1ncccc1Cl>>C#CCOc1cc(C(=O)OCC)n(-c2ncccc2Cl)n1 | null | CC#N | null | O | O=C([O-])[O-].[K+].[K+] | train |
US05364871 | CS(=O)(=O)O.NC(=O)NCc1nc(-c2csc(N=C(N)N)n2)cs1>>CS(=O)(=O)O.NC(=O)NCc1nc(-c2csc(N=C(N)N)n2)cs1 | null | CO | null | null | null | train |
US20080125431A1 | BrCc1ccc(I)cc1.C1COCCN1>>Ic1ccc(CN2CCOCC2)cc1 | null | CCOC(C)=O | null | null | null | train |
US20150158857A1 | COC(=O)c1ccc(COc2ccc(C(N=[N+]=[N-])c3ccccc3)cc2)o1>>COC(=O)c1ccc(COc2ccc(C(N)c3ccccc3)cc2)o1 | null | C1CCOC1 | O | c1ccc(P(c2ccccc2)c2ccccc2)cc1 | null | train |
US05977105 | CC(C)(C)OC(=O)C1CCC(=O)N1C(=O)C(=O)c1ccccc1>>O=C(C(=O)N1C(=O)CC[C@H]1C(=O)O)c1ccccc1 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20140371454A1 | C1=CC2CCC1C2.C=CCCOCCCC>>C=CC1CCC(/C=C\CCOCCCC)C1 | null | ClCCl | ClCCl | null | null | train |
US20100267676A1 | C[N+](=O)[O-].O=Cc1ccc(Cl)c(OCc2ccccc2)c1>>O=[N+]([O-])C=Cc1ccc(Cl)c(OCc2ccccc2)c1 | null | CC(=O)O | null | C | O=C[O-].[NH4+] | train |
US06117875 | CC(=O)Nc1ncccc1/C=C/c1cccc(Nc2ncccc2N)c1>>CC(=O)Nc1ccc(/C=C/c2cccc(Nc3ncccc3N)c2)cn1 | [Fe] | O | null | CCO | [Cl-].[NH4+] | train |
US20150210682A1 | CCOC=C(C(C)=O)C(=O)OCC.COc1ccc2c(c1)C=NC(C)C2>>CCOC(=O)C1=CN2C(C)Cc3ccc(OC)cc3C2CC1=O | null | CCO | null | null | null | train |
US20090030195A1 | O=C(O)C(COCc1ccccc1)(COCc1ccccc1)COCc1ccccc1.O=C1O[C@H](CO)CN1c1ccc2cc(-c3ccccc3C(F)(F)F)[nH]c(=O)c2c1>>O=C1O[C@H](COC(=O)C(CO)(CO)CO)CN1c1ccc2cc(-c3ccccc3C(F)(F)F)[nH]c(=O)c2c1 | [Pd] | null | null | [H][H] | null | train |
US20070093521A1 | CCOc1cc(C=O)cc(OCC)c1F.O=[N+]([O-])c1cccc2nc(NC3CCNCC3)oc12>>CCOc1cc(CN2CCC(Nc3nc4cccc([N+](=O)[O-])c4o3)CC2)cc(OCC)c1F | null | CC(=O)O | CCO | CCN(C(C)C)C(C)C | [BH3-]C#N.[Na+] | train |
US20120015969A1 | COC(=O)[C@H]1C[C@@H](c2ccccc2)CN(c2nc(C)cc(Nc3ccn[nH]3)n2)C1.O=C(O)C(F)(F)F>>Cc1cc(Nc2ccn[nH]2)nc(N2C[C@@H](C(=O)O)C[C@@H](c3ccccc3)C2)n1.O=C(O)C(F)(F)F | null | CO | null | [Na+].[OH-] | null | train |
US20110053931A1 | O=c1[nH]cncc1-c1ccc(OCc2ccccc2)c(F)c1>>O=c1[nH]cncc1-c1ccc(O)c(F)c1 | null | CC(=O)O | CO | null | null | train |
US20110034463A1 | N#Cc1ccc(C(=O)O)nc1Cl.SCc1ccc(Cl)cc1>>N#Cc1ccc(C(=O)O)nc1SCc1ccc(Cl)cc1 | null | CN(C)C=O | null | null | null | train |
US05504244 | CCCCCc1ccccc1.N#Cc1cccc(CC(=O)O)c1>>CCCCCc1ccc(C(=O)Cc2cccc(C#N)c2)cc1 | null | ClCCl | O=S(Cl)Cl | Cl | [Al+3].[Cl-].[Cl-].[Cl-] | train |
US20030207898A1 | CC(=O)OC(C)(C)C(=O)Nc1ccccc1SCc1cc2c(cc1Cl)OCO2>>CC(C)(O)C(=O)Nc1ccccc1SCc1cc2c(cc1Cl)OCO2 | null | CO | null | O=C([O-])[O-].[K+].[K+] | null | train |
US06326386B1 | Cc1cc(OCCNc2ccncc2)cc(C(=O)N(CCCCCC(=O)O)C(C)C)c1.N.O=C(O)C(F)(F)F>>Cc1cc(OCCNc2ccncc2)cc(C(=O)N(CCCCCC(N)=O)C(C)C)c1.O=C(O)C(F)(F)F | null | C1COCCO1 | CN(C)C=O | CCN(C(C)C)C(C)C | CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F | train |
US04564694 | CC(=O)Cl.COCCCc1ccccc1>>COCCCc1ccc(C(C)=O)cc1 | null | ClCCl | null | Cl | [Al+3].[Cl-].[Cl-].[Cl-] | train |
US20140315888A1 | CN(C(=O)OC(C)(C)C)C1CN(c2nc3ncc(Br)cc3n3cccc23)C1>>CNC1CN(c2nc3ncc(Br)cc3n3cccc23)C1 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US09079861B2 | C=CC[C@]1(c2ccc(F)cc2)CCN([C@@H](C)c2ccc(-c3ccc(F)cc3F)cc2)C(=O)N1.OO>>C[C@@H](c1ccc(-c2ccc(F)cc2F)cc1)N1CC[C@](CCCO)(c2ccc(F)cc2)NC1=O | null | C1CCOC1 | null | [Na+].[OH-] | null | train |
US20140094445A1 | CC(=O)c1cccnc1.NNC(=O)c1cccc(S(=O)(=O)N2CCOCC2)c1>>C/C(=N\NC(=O)c1cccc(S(=O)(=O)N2CCOCC2)c1)c1cccnc1 | null | CC(=O)O | CO | null | null | train |
US20110301142A1 | CCOC(=O)c1csc(Br)n1.Cc1noc(-c2ccc(B3OC(C)(C)C(C)(C)O3)cc2)c1NC(=O)OC(C)c1ccccc1Cl>>CCOC(=O)c1csc(-c2ccc(-c3onc(C)c3NC(=O)OC(C)c3ccccc3Cl)cc2)n1 | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | COCCOC | null | O=C([O-])[O-].[K+].[K+] | null | train |
US20100087427A1 | COCCCOc1cc(C(=O)N(C[C@@H]2CN(C(=O)OC(C)(C)C)C[C@H]2N)C(C)C)ccc1OC.COc1ccc(S(=O)(=O)Cl)cc1>>COCCCOc1cc(C(=O)N(C[C@H]2CNC[C@@H]2NS(=O)(=O)c2ccc(OC)cc2)C(C)C)ccc1OC | null | O | null | CC#N | CC#N | train |
US20100022656A1 | CC(C)(C)NC(CO)c1cc(Cl)c(N)c(C#N)c1.O=C(O)[C@@](O)(C(=O)c1ccccc1)[C@@](O)(C(=O)O)C(=O)c1ccccc1>>CC(C)(C)NC(CO)c1cc(Cl)c(N)c(C#N)c1.O=C(O)[C@@](O)(C(=O)c1ccccc1)[C@@](O)(C(=O)O)C(=O)c1ccccc1 | null | CCO | null | CCOCC | null | train |
US05624942 | N#Cc1cc(Cl)nc(Cl)c1.OCc1ccsc1>>N#Cc1cc(Cl)nc(OCc2ccsc2)c1 | null | CN1CCCC1=O | null | O | [H-].[Na+] | train |
US20090042726A1 | Cc1nn(C)[n+]([O-])c1CBr>>Cc1nn(C)nc1CBr | null | ClC(Cl)(Cl)Cl | null | ClP(Cl)Cl | null | train |
US04325953 | O=[N+]([O-])c1ccc(F)cc1.OC1(c2ccccc2)CCN(Cc2ccccc2)CC1>>O=[N+]([O-])c1ccc(OC2(c3ccccc3)CCN(Cc3ccccc3)CC2)cc1 | null | CS(C)=O | null | [H-].[Na+] | null | train |
US20150111887A1 | C/C=C(\c1ccc(F)cc1)c1cnc(N2CCNCC2)nc1>>CCC(c1ccc(F)cc1)c1cnc(N2CCNCC2)nc1 | [Pd] | CO | null | [H][H] | null | train |
US20140187551A1 | Cn1cc(-c2cnc3[nH]cc(C(=O)C(Cl)(Cl)Cl)c3c2)cn1.NN>>Cn1cc(-c2cnc3[nH]cc(C(=O)NN)c3c2)cn1 | null | CO | null | O | null | train |
US06143751 | CN(C)c1ncccc1I.C[C@H](Oc1ccc(B(O)O)cc1)[C@H](O)CCc1cccnc1>>C[C@H](Oc1ccc(-c2cccnc2N(C)C)cc1)[C@H](O)CCc1cccnc1 | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | CCO | null | O=C([O-])[O-].[Na+].[Na+] | null | train |
US20060009511A9 | C[Si](C)(C)C#CNc1cccc(C(F)(F)F)c1>>FC(F)(F)c1ccc2cc[nH]c2c1 | null | CCO | null | [H-].[Na+] | null | train |
US20150284358A1 | O=Cc1ccc(Br)n1Cc1cccc2ccccc12.OB(O)c1cccnc1>>O=Cc1ccc(-c2cccnc2)n1Cc1cccc2ccccc12 | null | O | null | C1COCCO1 | O=C([O-])[O-].[Cs+].[Cs+] | train |
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