N-bromobutanimide → HCID 68265200, compound

Participants

Reaction Steps

To (R)-benzyl 3-(8-methylimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate (1.332 mmol, 448 mg) in N,N-dimethylformamide (5 ml) was added N-bromosuccinimide (1.332 mmol, 237 mg). After stirring at room temperature for five minutes saturated aqueous sodium hydrogencarbonate solution was added, the organic layer was separated and the aqueous layer extracted three times with ethyl acetate. The combined organic layers were washed with water, brine, dried (sodium sulfate) and concentrated in vacuo. The residue was purified by column chromatography (silica gel; dichloromethane/methanol (gradient 0 to 10% methanol)) to give (R)-benzyl 3-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate (531 mg).

Provenance & Evidence