4-Methyl-2-(tributylstannyl)pyridine → 4-Chloro-5,7-difluoro-3-methyl-2-(4-methylpyridin-2-yl)quinoline

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Reaction Steps

Prepared according to procedure E by stirring 2,4-dichloro-5,7-difluoro-3-methylquinoline (1.25 g, 5.04 mmol), 4-methyl-2-(tributylstannyl)pyridine (2.12 g, 5.54 mmol), Pd(PPh3)4 (0.58 g, 0.50 mmol), and toluene (25 mL) at 100° C. for 18 h. Purification by column chromatography (silica gel, 0-20% EtOAc in hexanes) gave 4-chloro-5,7-difluoro-3-methyl-2-(4-methylpyridin-2-yl)quinoline as a white solid. Mass Spectrum (ESI) m/e=305.0 (M+1).

Provenance & Evidence