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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417117Generated: October 25, 2026

Di-tert-butyl azodicarboxylate → 4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-3,5-difluoro-benzoic acid methyl ester

https://huagongshe.com/reaction/417117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
ReactantMethyl 3,5-difluoro-4-hydroxybenzoateHCID 53847253—
Reactant2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanolHCID 66619310—
Product4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-3,5-difluoro-benzoic acid methyl esterHCID 6661926659%

Reaction Steps

The title compound was prepared in analogy to Example 4, intermediate, from 2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol (Ex. 1, int. c), 3,5-difluoro-4-hydroxy-benzoic acid methyl ester (commercially available) and di-tert-butyl azodicarboxylate. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:ethyl acetate (100:0 to 70:30) to give the desired compound as a light yellow foam (59%). MS (Turbo Spray): m/z=561.2 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088930B2
Source datasetuspto-grants-2012_01
ORD IDord-bf3ae47bc00a4b58bef04be68f3a9252
Source noteuspto-grants-2012_01