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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264363Generated: November 1, 2026

Acetic Acid → 6-Bromo-1-cyclopentyl-2-methyl-1H-benzimidazole

https://huagongshe.com/reaction/2264363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethyl orthoacetateHCID 66221—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 65343498HCID 65343498—
SolventDichloromethaneHCID 6344—
Product6-Bromo-1-cyclopentyl-2-methyl-1H-benzimidazoleHCID 67428041—

Reaction Steps

Heat a mixture of 4-bromo-N2-cyclopentyl-benzene-1,2-diamine (10.6 g), triethyl orthoacetate (9.5 ml) and acetic acid (6.3 mL) at 100° C. for 2.5 h. Dilute with DCM and pour onto an aqueous saturated solution of sodium bicarbonate. Dry over sodium sulfate and remove the solvent under vacuum. Purify by silica gel column chromatography, eluting with DCM/ethanol-10% NH3 (0-3%) to afford 10.67 g of the title compound. MS (ES+): m/z=280 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855211B2
Source datasetuspto-grants-2010_12
ORD IDord-9fbd4e68e311494495f5ca37f688c39e
Source noteuspto-grants-2010_12