Phosphorus oxychloride → 4-Chloro-1H-pyrrolo[2,3-b]pyridine

Participants

Reaction Conditions

Reaction Steps

1H-Pyrrolo[2,3-b]pyridine 7-oxide was added slowly to 200 mL POCl3 and the resulting mixture stirred at 80° C. overnight. The excess POCl3 was then removed in vacuo and the residue treated with 500 mL H2O and basified with saturated K2CO3 (aq), prior to extraction with EtOAc (2×300 mL). The combined extracts were washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give 4-Chloro-1H-pyrrolo[2,3-b]pyridine (12.9 g, 76%). MS (ES+): 153 [MH+].

Provenance & Evidence