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

HRID 1161334Notes

Reaction equation

HRID 1161334 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(NC[C@H]3CC[C@H](C(O)=O)CC3)=O)C3C=CC(F)=CC=3N=2)=CC=1.[CH3:77][O:78][C:79](=[O:91])[C:80]([C:83]1[CH:88]=[CH:87][C:86]([NH2:89])=[C:85]([F:90])[CH:84]=1)([CH3:82])[CH3:81]>CN(C)C1C=CN=CC=1>[CH3:77][O:78][C:79](=[O:91])[C:80]([C:83]1[CH:88]=[CH:87][C:86]([NH:89][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:85]([F:90])[CH:84]=1)([CH3:82])[CH3:81]

Participants

5

Reactant 3

HCID 686454934-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-benzoic acid ethyl esterHCID 686458042-(4-Amino-3-fluoro-phenyl)-2-methyl-propionic acid methyl esterHCID 178523387HCID 178523387, compound2×

Product 1

HCID 686460252-(4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenyl)-2-methyl-propionic acid methyl ester

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

The title compound was synthesized in analogy to example 22, intermediate d, from [2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acid (example 22, intermediate c), 2-(4-amino-3-fluoro-phenyl)-2-methyl-propionic acid methyl ester and using 4-(dimethylamino)pyridine as a base.

Sources & evidence

ORD record
ord-5057b3bd7c574c9ab5f65491e2373051
Source dataset
uspto-grants-2010_10
Patent number
US07816540B2

Reaction notes

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