Potassium Carbonate → HCID 117737264, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (E)-1-(5-(benzylthio)-2-fluorophenyl)-3-((4-bromo-5-fluoro-2-methoxyphenyl)amino)but-2-en-1-one (3.7 g, 7.34 mmol) in dimethyl sulfoxide (20 mL) was added potassium carbonate (2.028 g, 14.67 mmol), and the reaction was stirred at 80° C. After 2 hours, the reaction mixture was cooled to ambient temperature and partitioned between water and ethyl acetate. The organic layer was concentrated and purified by column chromatography, eluting with 20-60% (3:1 ethanol/ethyl acetate) in heptane, to provide 6-(benzylthio)-1-(4-bromo-5-fluoro-2-methoxyphenyl)-2-methylquinolin-4(1H)-one (2.2 g, 4.54 mmol, 61.9% yield) as an off-white solid. LC/MS (ESI+): m/z (ESI) 484.0, 486.0 (M+H; two bromine isotopes).

Provenance & Evidence