Benzoyl Peroxide → HCID 86617364, compound

Participants

Reaction Steps

A suspension of 2,3-dichloro-4-hydroxy-1-(3-methyl-butyl)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (2.23 g, 6.46 mmol), N-bromosuccinimide (1.38 g, 7.75 mmol), and benzoyl peroxide (156 mg, 0.646 mmol) in 50 mL of benzene was heated at reflux temperature for 5 hours. The reaction mixture was washed successively with saturated sodium bicarbonate, brine, saturated ammonium chloride solution, and brine. The organic solution was dried, filtered, and concentrated. The crude product was purified by flash chromatography eluting from silica gel with a gradient of 0-2% ethyl acetate in hexanes to produce 1.36 g of a white solid. MS: (+) m/z 423.1 (M+1).

Provenance & Evidence