Benzyl Bromide → 5-benzylpyrrolo[1,2-b]cinnolin-10(5H)-one

Participants

Reaction Steps

A stirred slurry containing pyrrolo[1,2-b]cinnolin-10(5H)-one (4.0 g) and potassium carbonate (11.2 g) in 100 ml of 2-butanone was treated with benzyl bromide (4.0 g) and the mixture was stirred at 60°. After 4 h the mixture was quenched with 700 ml of H2O and extracted with two 150 ml portions of dichloromethane. These organic extracts were dried over MgSO4, filtered and concentrated to a green oil. This oil was purified by flash chromatography (silica, dichloromethane) to a yellow solid which was recrystallized from dichloromethane to give 3.5 g of bright yellow crystals, mp 146°-148°.

Provenance & Evidence