Pyridine, hydrofluoride (1:1) → HCID 86746456, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 28.8 g (44.7 mmol) of intermediate 3B in 400 ml of acetonitrile was cooled at -20° C. under argon and treated with three 10 ml portions of HF-pyridine over 2 hours, with warming to 0° C. after 1.5 hours. The reaction mixture was diluted with 500 ml of ethyl acetate and washed sequentially with saturated copper sulfate (aqueous 2×150 ml), brine (1×250, 200 and 150 ml) and saturated sodium bicarbonate (aqueous, 2×250 ml, 1×200 ml). After drying the ethyl acetate solution with sodium sulfate and concentrating, the crude product was purified by silica gel chromatography, eluting with 40% hexanes in ethyl acetate to yield 2.2 g (93.7%) of intermediate 3C as a clear, colorless oil.

Provenance & Evidence