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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495657Generated: October 28, 2026

Hydrochloric Acid → 3-[2-(diethylamino)ethyl]-2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/495657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Chloro-2-(diethylamine)ethane hydrochlorideHCID 13363—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
Reactant2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrileHCID 22327383—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product3-[2-(diethylamino)ethyl]-2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrileHCID 22327410103.2%

Reaction Steps

To a solution of 2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile (139.5 mg) in N,N-dimethylformamide (5 ml) was added sodium hydride (60%) (38.0 mg). After the mixture was stirred at room temperature for 10 minutes, 2-chlorotriethylamine hydrochloride (89.4 mg) and triethylamine (0.120 ml) were added, and the mixture was stirred with heating at 70° C. for 1.5 hours. To the reaction mixture was added 1N hydrochloric acid, and the mixture was basified with saturated aqueous sodium bicarbonate solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (181 mg, quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939887B2
Source datasetuspto-grants-2005_09
ORD IDord-3fac06bda5c04e32bc982c7c414c4da3
Source noteuspto-grants-2005_09