Benzoyl Peroxide → HCID 86617358, compound

Participants

Reaction Steps

A mixture of 7-hydroxy-2-(3-methoxy-phenyl)-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (643 mg, 1.95 mmole), N-bromosuccinimide (364 mg, 2.04 mmole) and benzoyl peroxide (23 mg, 9.74 mmole) in carbon tetrachloride (9.5 ml) was refluxed for 5 h before it was cooled to room temperature and partitioned between dichloromethane and water. The organic layer was washed with saturated aqueous sodium bicarbonate solution, brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of ethyl acetate and dichloromethane to give the title compound as a white solid (338 mg). MS: (+) m/z 409.11, 411.11 (M+1, 79Br/81Br).

Provenance & Evidence