Methyl 4-amino-3-chloro-5-fluoro-6-vinylpyridine-2-carboxylate → Methyl 4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylate

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Reaction Steps

A solution of methyl 4-amino-3-chloro-5-fluoro-6-vinylpyridine-2-carboxylate (3.00 g, 13.0 mmol) and 10% Pd/C (0.30 g) in ethanol (200 mL) was stirred under an atmosphere of hydrogen at 20 psi using a Parr apparatus for 1 hour. The mixture was filtered through celite, concentrated and the residue purified by column chromatography (50% ethyl acetate in hexane) to provide methyl 4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylate (2.35 g, 10.0 mmol), mp 109-110° C.

Provenance & Evidence