Ammonium Chloride → HCID 70281429, compound

Participants

Reaction Steps

To a solution of 6-bromo-2,2-dimethyl-2H-pyrano[2,3-b]pyridine (1.2 g, prepared as in Synthetic Communs. 18, 1111 (1988)) in dry ether (30 ml) at -78° C. under Argon, was added dropwise a 2.5M solution of n-BuLi in hexanes (2 ml) over 5 min. followed by N,N-dimethylacetamide (0.55 ml). The resulting solution was stirred and allowed to attain room temperature. Saturated ammonium chloride solution (2 ml) was added to the solution. Extraction via ethyl acetate gave a crude solid (0.93 g) which was flash chromatographed on silica gel using ethyl acetate-hexane (3:7) as eluant to give acetylpyranopyridine (0.62 g) as a colourless solid.

Provenance & Evidence