1H-Pyrrolo(2,3-b)pyridine → HCID 178526243, compound

Participants

Reaction Steps

To a suspension of 1H-pyrrolo[2,3-b]pyridine (20.0 g) and NaHCO3 (90 g) in 1:1 MeOH/H2O (1000 mL) was added Oxone® (212 g) in portions during a 40 min period. The mixture was stirred at RT for 5 h. The solid was removed by filtration and the filtrate was concentrated to dryness. The solid residue was washed several times with CH2Cl2/MeOH 90/10 (500 mL). The combined organic solutions were concentrated under vacuum. The resulting crystalline solid was dissolved in CH2Cl2 (1 L). The organic solution was dried over MgSO4 and the solvent was removed under vacuum. The crude material was purified on Silica gel using a CH2Cl2/EtOAc gradient (100/0 to 0/100) to afford 1H-pyrrolo[2,3-b]pyridine 7-oxide.

Provenance & Evidence