Methyl 4-amino-3-(trifluoromethyl)benzoate → 4-{2-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3-trifluoromethyl-benzoic acid methyl ester

HRID 1161351Notes

Reaction equation

HRID 1161351 reaction equation
C(OC(=O)C1C=CC(N[C:12](=[O:38])[CH:13]([N:20]2[C:24]3[CH:25]=[C:26](F)[C:27](F)=[CH:28][C:23]=3[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=2)[CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=CC=1)C.ClC1C=CC(C2N(C(C3CCCCC3)C(O)=O)C3C=CC=CC=3N=2)=CC=1.[CH3:66][O:67][C:68](=[O:80])[C:69]1[CH:74]=[CH:73][C:72]([NH2:75])=[C:71]([C:76]([F:79])([F:78])[F:77])[CH:70]=1>>[CH3:66][O:67][C:68](=[O:80])[C:69]1[CH:74]=[CH:73][C:72]([NH:75][C:12](=[O:38])[CH:13]([N:20]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=2)[CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[C:71]([C:76]([F:78])([F:77])[F:79])[CH:70]=1

Participants

4

Reactant 3

HCID 25067388Methyl 4-amino-3-(trifluoromethyl)benzoateHCID 686454934-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-benzoic acid ethyl esterHCID 68645792HCID 68645792, compound

Product 1

HCID 686451864-{2-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3-trifluoromethyl-benzoic acid methyl ester

Procedure

The title compound was prepared in analogy to example 22, intermediate d), from [2-(4-chloro-phenyl)-benzoimidazol-1-yl]-cyclohexyl-acetic acid (Ex. 39/40, int. b) and 4-amino-3-trifluoromethyl-benzoic acid methyl ester to give the product as a light yellow solid (57%).

Sources & evidence

ORD record
ord-e5d9366ea27941c2a61bf25fe01806d9
Source dataset
uspto-grants-2010_10
Patent number
US07816540B2

Reaction notes

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