Benzene → 1-Benzoyl-6-bromo-7-azaindole

Participants

Reaction Steps

The synthesis was performed with reference to the known literature (International Patent Publication WO2008/080015). A solution of 7-aza-1H-indole-N-oxide (1.0 g, 7.5 mmol) in benzene (80 mL) was slowly added with a solution of benzoyl bromide (3.4 g, 19 mmol) and hexamethyldisilazane (1.3 g, 8.3 mmol) in benzene (40 mL) under an argon atmosphere, and then the mixture was stirred at room temperature for 2 hours. The reaction mixture was added with ethyl acetate, and the organic layer was successively washed with saturated aqueous sodium hydrogencarbonate, and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 1-benzoyl-6-bromo-1H-pyrrolo[2,3-b]pyridine (1.27 g, 56%).

Provenance & Evidence