Phosphorus oxychloride → HCID 57633205, compound

Participants

Reaction Steps

Phosphorous oxychloride (3.7 mL, 40 mmol) was added dropwise to DMF (6.2 mL, 80 mmol) at 0° C. The reaction mixture was let warm to room temperature and stirred for 15 minutes. 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)-ethanone was added in DMF (20 mL) and the reaction heated to 60° C. for 4 hours, cooled to 0° C. and 150 mL of saturated NaOAc solution added. The reaction mixture was heated briefly to 50° C. and then extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated to an oil which contains impure product. Upon standing a solid precipitated from the aqueous layer to give 0.9 g of a brown solid, 4.3 mmol, 22% yield.

Provenance & Evidence