Benzene, 1-(chloromethyl)-2-fluoro- → HCID 22327407, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-[2-(diethylamino)ethyl]-2-oxo-7-(trifluoromethyl)-2,3-dihydro-1H-benzimidazole-5-carbonitrile (10.3 mg), 2-fluorobenzyl chloride (0.05 ml) and potassium carbonate (23.8 mg) in N,N-dimethylformamide (1.5 ml) was stirred with heating at 80° C. for 1.5 hours. The reaction mixture was concentrated in vacuo. To the resultant residue was added t-butanol (1.5 ml), and the mixture was stirred with heating at 60° C. To the solution was added powdered potassium hydroxide crashed in mortar (46.7 mg), and the mixture was stirred with heating at 60° C. for 1 hour. To the reaction mixture was added 1N hydrochloric acid, and the mixture was concentrated in vacuo. The resultant residue was purified by HPLC using condition 2 to give the title compound (9.1 mg, 51%).

Provenance & Evidence