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

Participants

Reaction Steps

To a stirred solution of azaindoline 5 (7.00 g, 35.2 mmol) in CH2Cl2 (664 mL) was added activated MnO2 (3.06 g, 35.2 mmol), and progress of the reaction was monitored by 1H NMR of reaction aliquots. After 3 days the mixture was filtered through a pad of silica, and the pad was washed with EtOAc. The filtrates were concentrated to afford the azaindole 27 (6.98 g, 100%) as a brown solid. 1H NMR data as in Method 1.

Provenance & Evidence