Methyl 4-amino-3,5-difluorobenzoate → 4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3,5-difluoro-benzoic acid methyl ester

HRID 1161324Notes

Reaction equation

HRID 1161324 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:30])[C:27]([F:29])=[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=C(F)C(F)=CC=3N=2)=CC=1.[CH3:68][O:69][C:70](=[O:80])[C:71]1[CH:76]=[C:75]([F:77])[C:74]([NH2:78])=[C:73]([F:79])[CH:72]=1>N1C=CC=CC=1>[CH3:68][O:69][C:70](=[O:80])[C:71]1[CH:72]=[C:73]([F:79])[C:74]([NH:78][C:12](=[O:38])[CH:13]([N:20]2[C:24]3[CH:25]=[C:26]([F:30])[C:27]([F:29])=[CH:28][C:23]=3[N:22]=[C:21]2[C:31]2[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=2)[CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]2)=[C:75]([F:77])[CH:76]=1

Participants

5

Reactant 3

HCID 20203328Methyl 4-amino-3,5-difluorobenzoateHCID 66619321[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acidHCID 686454934-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-benzoic acid ethyl ester

Product 1

HCID 686459004-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3,5-difluoro-benzoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

This compound was prepared in analogy to example 20, intermediate d, from [2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acid, 4-amino-3,5-difluoro-benzoic acid methyl ester and using pyridine as a base.

Sources & evidence

ORD record
ord-a44c5ad8d90144ecb087ea00982e8dcf
Source dataset
uspto-grants-2010_10
Patent number
US07816540B2

Reaction notes

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