Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875725Generated: October 27, 2026

Cesium carbonate → {4-[3-(1-Cyclohexylmethyl-5,6-difluoro-1H-benzoimidazol-2-yl)-pyridin-2-yloxymethyl]-phenoxy}-acetic acid methyl ester

https://huagongshe.com/reaction/1875725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantAcetic acid, 2-[4-(bromomethyl)phenoxy]-, methyl esterHCID 67049717—
Reactant3-(1-cyclohexylmethyl-5,6-difluoro-1H-benzoimidazol-2-yl)-pyridin-2-olHCID 178517706—
SolventAcetoneHCID 180—
Product{4-[3-(1-Cyclohexylmethyl-5,6-difluoro-1H-benzoimidazol-2-yl)-pyridin-2-yloxymethyl]-phenoxy}-acetic acid methyl esterHCID 6704994050%

Reaction Steps

To a stirred solution of 3-(1-cyclohexylmethyl-5,6-difluoro-1H-benzoimidazol-2-yl)-pyridin-2-ol (58 mg, 0.17 mmol) in acetone (10 ml) was added cesium carbonate (0.085 g, 0.26 mmol) followed by (4-bromomethyl-phenoxy)-acetic acid methyl ester (49 mg, 0.19 mmol; CAS Reg. No. 104508-23-8) and the reaction mixture was refluxed for 2 h. The reaction mixture was filtered, and the filtrate was evaporated under reduced pressure. The residue was purified by column chromatography using silica gel (50-60% ethyl acetate/n-hexane) to yield the desired compound as a brown solid (50%). MS (Turbo Spray): m/z=522.5 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309581B2
Source datasetuspto-grants-2012_11
ORD IDord-9ec85166ca7e4c7cbfc6b5d27383b1da
Source noteuspto-grants-2012_11