2-Chloropyridine-4-carbonyl chloride → 2-(2-Chloro-pyridine-4-carbonyl)-6-fluorobenzonitrile

Participants

Reaction Steps

To a solution of 2-cyano-3-fluorophenylzinc iodide (0.5 M, 31 mL, 15.5 mmol) in THF was added 2-chloro-isonicotinoyl chloride (3 g, 17.05 mmol), followed by Pd(PPh3)2Cl2 (0.33 g, 0.465 mmol). The resulting mixture was stirred at room temperature for 4 hours and diluted with ethyl acetate (80 mL) and H2O (40 mL). The organic phase was separated, washed with H2O (3×30 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography using a gradient of 20-50% EtOAc in hexane to afford of the title compound (3.6 g, 88%).

Provenance & Evidence