5-Bromo-2,3-dihydro-7-azaindole → 5-bromo-1H-pyrrolo[2,3-b]pyridine

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Reaction Steps

5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine (2.83 g, 14.2 mol) and manganese dioxide (5.0 g, 58 mmol) in chloroform (30 mL) were stirred at 65° C. for 3 hours. The reaction mixture was allowed to cool to room temperature and filtered, and the solid was washed with chloroform, and the filtrate and the washings were combined and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate/chloroform=2/1/1→1/1/0 (v/v/v)) to give the title compound as a brown solid (2.14 g, yield 76%).

Provenance & Evidence