Potassium Carbonate → HCID 66632601, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2,4-dichloro-5,7-difluoro-3-methylquinoline (0.35 g, 1.411 mmol) in toluene (2.80 mL) was added 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.50 g, 2.12 mmol), potassium carbonate (0.585 g, 4.23 mmol) and palladium tetrakistriphenylphosphine (0.163 g, 0.141 mmol). The reaction was stirred at 100° C. and stirring continued for 15 h. The reaction mixture was cooled to rt and concentrated in vacuo. The crude material was purified by column chromatography on silica gel, eluting with (0-50% EtOAc in hexanes) to provide 4-chloro-5,7-difluoro-2-(5-methoxy-3-pyridinyl)-3-methylquinoline as a white solid. Mass Spectrum (ESI) m/e=321.1 (M+1).

Provenance & Evidence