Phosphorus oxychloride → Isohexane ethyl acetate

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Reaction Steps

A mixture of 4-(5-ethoxy-2-fluoro-phenyl)-1-oxido-pyridin-1-ium-2-carbonitrile (which may be prepared as described in Description 112) (5.1 g, 19.75 mmol) in phosphorus oxychloride (50 mL) was heated to reflux under nitrogen for 2 hrs. The POCl3 was evaporated and toluene was added and then evaporated. Ethyl acetate and satd. aq. NaHCO3 were added and the product was extracted into ethyl acetate (3×200 ml). The extracts were dried (Na2SO4) and concentrated. Chromatography (silica gel, ethyl acetate/isohexane) on this crude material gave 6-chloro-4-(5-ethoxy-2-fluoro-phenyl)pyridine-2-carbonitrile (D113) as a white solid;

Provenance & Evidence