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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392965Generated: October 29, 2026

Cesium carbonate → 2-{4-[(4'-Chloro-4-methoxy-1,1'-biphenyl-2-yl)methoxy]phenyl}-1-cyclohexyl-1H-benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/392965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Bromomethyl)-4'-chloro-4-methoxy-1,1'-biphenylHCID 21943338—
Reactant2-[4-Hydroxyphenyl]-1-cyclohexyl-1H-benzimidazole-5-carbonitrileHCID 135674091—
SolventDimethylformamideHCID 6228—
Product2-{4-[(4'-Chloro-4-methoxy-1,1'-biphenyl-2-yl)methoxy]phenyl}-1-cyclohexyl-1H-benzimidazole-5-carbonitrileHCID 22660777100%

Reaction Conditions

Temperature40 °C

Reaction Steps

A suspension of compound 6 (0.330 g, 1.04 mmol) in DMF (2.4 mL) and cesium carbonate (339 mg, 1.04 mmol) was heated at 40° C. until almost clear. Compound 14 (356 mg, 1.14 mmol) was added in portions. The reaction mixture was stirred at rt for 18 h. The mixture was concentrated on a rotary evaporator. The residue was washed with water and collected by filtration. This material was purified by column chromatography (silica gel, 50% to 100% hexane/ethyl acetate (v/v) to give compound 15 (0.55 g, 100% yield). ESI-MS m/e 548 (M=1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06803374B2
Source datasetuspto-grants-2004_10
ORD IDord-73d7d6cb08804a92981c527b9495bb7e
Source noteuspto-grants-2004_10