Dimethylformamide → HCID 15870528, compound

Participants

Reaction Conditions

Reaction Steps

To 0.66 g of 1-benzyl-6-chloro-2-(indol-5-ylaminocarbonyl)benzimidazole was added 50 ml of dimethylformamide, further added 170 mg of oily sodium hydride, said mixture was stirred under nitrogen gas atmosphere at 60° C. for 1 hour. Under cooling at 0° C., 0.14 ml of allyl bromide was added to the reaction mixture, and stirred at room temperature overnight, then water was added thereto and extracted with ethyl acetate, the extract was washed with water and an aqueous solution saturated with sodium chloride. The washed extract was dried with anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The residue thus obtained was subjected to a silica gel column chromatography (eluent: 10% n-hexane/dichloromethane), recrystallized from ethyl acetate-ethanol, there was obtained 0.35 g of 1-benzyl-6-chloro-2-(1-allylindol-5-ylaminocarbonyl)benzimidazole as in the form of colorless needle crystals.

Provenance & Evidence