N-Iodosuccinimide → HCID 178419453, compound

Participants

Reaction Steps

N-Iodosuccinimide (8.1 g, 34.1 mmol) was added to a solution of 5-bromo-1H-pyrazolo[3,4-b]pyridine (4.5 g, 22.7 mmol) in dichloroethane (100 mL), and the reaction mixture was heated to reflux overnight. The reaction mixture was cooled to room temperature and diluted with THF (300 mL). The organic layers were washed with saturated Na2S2O3 (100 mL) and brine (100 mL). The organic layers were dried, filtered and concentrated to a solid. The crude product was triturated with DCM and ethyl acetate to give 5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine (5.5 g, 75%) as a solid.

Provenance & Evidence