Tetrahydrofuran → HCID 57786152, compound

Participants

Reaction Conditions

Reaction Steps

Ethylmagnesium bromide (3.0 M solution in diethyl ether, 2.6 mL, 7.8 mmol) was added to a stirred solution of methyl 9-chloro-1-[4-chloro-2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate (700 mg, 1.57 mmol) in tetrahydrofuran (5.0 mL), and the mixture was stirred at 60° C. for 7 hr. The reaction was quenched by water, and the mixture was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a 10-50% ethyl acetate/n-hexane gradient mixture. The filtrate was concentrated in vacuo to give the solid, which was recrystallized from ethanol/diisopropyl ether to give the title compound as a colorless crystal (412 mg, 0.872 mmol, 56%).

Provenance & Evidence