Cesium carbonate → HCID 59631088, compound

Participants

Reaction Conditions

Reaction Steps

The 2,4-dichloro-5,7-difluoro-3-methylquinoline (1.50 g, 6.20 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (XantPhos) (540 mg, 0.93 mmol), 4,4-dimethylpyrrolidin-2-one (700 mg, 6.20 mmol), cesium carbonate (2.80 g, 8.70 mmol) and Pd2(dba)3 (280 mg, 0.31 mmol) were slurried in 21 mL of dry 1,4-dioxane along with 1.0 g of activated 3 A molecular sieves. The reaction was heated in an oil bath at 100° C. for 1 h. The reaction was then cooled to rt, diluted with EtOAc and filtered over a pad of celite. The filtrate was cond and the residue was purified by medium pressure chromatography (silica gel, 0 to 30% EtOAc:DCM) to give 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-4,4-dimethylpyrrolidin-2-one. Mass Spectrum (ESI) m/e=325.1 (M+1).

Provenance & Evidence