Cesium carbonate → [2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-cyclohexyl-acetic acid ethyl ester

HRID 1161326Notes

Reaction equation

HRID 1161326 reaction equation
ClC1C=C(C=CC=1NC(=O)C(N1C2C=C(F)C(F)=CC=2N=C1C1C=NC(Cl)=CC=1)C1CCCCC1)C(O)=O.[Cl:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[NH:50][C:49]3[CH:51]=[CH:52][CH:53]=[CH:54][C:48]=3[N:47]=2)=[CH:42][CH:41]=1.[CH2:55]([O:57][C:58](=[O:67])[CH:59](Br)[CH:60]1[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]1)[CH3:56].C(=O)([O-])[O-].[Cs+].[Cs+]>>[CH2:55]([O:57][C:58](=[O:67])[CH:59]([N:50]1[C:49]2[CH:51]=[CH:52][CH:53]=[CH:54][C:48]=2[N:47]=[C:46]1[C:43]1[CH:42]=[CH:41][C:40]([Cl:39])=[CH:45][CH:44]=1)[CH:60]1[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]1)[CH3:56]

Participants

5

Reactant 4

HCID 10796Cesium carbonateHCID 7594172-(4-Chlorophenyl)benzimidazoleHCID 2762757Ethyl 2-bromo-2-cyclohexylacetateHCID 441976913-Chloro-4-{2-[2-(6-chloro-pyridin-3-yl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-benzoic acid

Product 1

HCID 66619211[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-cyclohexyl-acetic acid ethyl esterYield 58%

Procedure

This compound was synthesized in analogy to example 22, intermediate b, from 2-(4-chloro-phenyl)-1H-benzoimidazole (commercially available), bromo-cyclohexyl-acetic acid ethyl ester (commercially available) and cesium carbonate, to provide the final compound as a colorless solid (58%).

Sources & evidence

ORD record
ord-5849d97e7a2045bab7823dcca6ea8bc2
Source dataset
uspto-grants-2010_10
Patent number
US07816540B2

Reaction notes

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