Benzenesulfonyl chloride → 4-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-B]pyridine

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Reaction Steps

To a solution of 4-bromo-1H-pyrrolo[2,3-b]pyridine (6.9 g, prepared according to the method described in Organic Letters, 2003, vol. 5, 5023-5025) and benzyltriethylammonium chloride (210 mg) in methylene chloride (150 mL), sodium hydroxide (4.3 g) and benzenesulfonyl chloride (5.5 mL) were added under ice-cooling. The reaction mixture was stirred at room temperature for 1 hour and filtered through “Celite” (registered trademark), and the filtrate was concentrated. The resulting residue was purified by a purification system CombiFlash CompanionXL (manufactured by Isco, Co., Ltd., column: RediSep 120 g; hexane:ethyl acetate=95:5→60:40) to obtain the title compound (9.8 g) having the following physical properties.

Provenance & Evidence