Potassium Carbonate → HCID 59631183, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2,4-dichloro-5,7-difluoro-3-methylquinoline (1.0 g, 4.03 mmol) in toluene (8.06 mL) was added 1H-indol-4-ylboronic acid (0.973 g, 6.05 mmol), potassium carbonate (1.671 g, 12.1 mmol) and palladium tetrakistriphenylphosphine (0.466 g, 0.403 mmol). The reaction was stirred at 100° C. and stirring continued for 19 h. The reaction mixture was cooled to rt and concentrated in vacuo. The crude product was placed in DCM and filtered to give the desired product. The filtrate was purified by column chromatography on silica gel, eluting with 0-50% EtOAc in hexanes to provide 4-chloro-5,7-difluoro-2-(1H-indol-4-yl)-3-methylquinoline as a yellow solid. Mass Spectrum (ESI) m/e=329.0 (M+1).

Provenance & Evidence