53967-21-8

General procedure for the synthesis of 6-bromomethylquinoxaline from 6-methylquinoxaline: a mixture of 6-methylquinoxaline (2.0 g, 13.9 mmol), N-bromosuccinimide (3.0 g, 16.9 mmol), and benzoyl peroxide (411 mg, 1.7 mmol) in anhydrous carbon tetrachloride (50 mL) was subjected to stirring and reacted for 48 hours under reflux conditions . Upon completion of the reaction, the mixture was cooled to room temperature and diluted with the addition of dichloromethane (50 mL). Subsequently, the reaction mixture was washed sequentially with 1N sodium hydroxide solution (1 x 100 mL) and saturated saline (1 x 100 mL). The organic phase was separated, dried with anhydrous magnesium sulfate, filtered and the solvent was concentrated under reduced pressure to give the crude product. Finally, the crude product was purified by fast column chromatography (eluent: 0-30% ethyl acetate/hexane gradient elution) to afford the target compound 6-bromomethylquinoxaline (1.10 g, 35% yield).

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