Cesium carbonate → HCID 59631406, compound

Participants

Reaction Conditions

Reaction Steps

The 2,4-dichloro-5,7-difluoro-3-methylquinoline (1.90 g, 7.70 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (XantPhos) (670 mg, 1.20 mmol), azetidin-2-one (550 mg, 7.70 mmol), cesium carbonate (3.50 g, 11.0 mmol) and Pd2(dba)3 (350 mg, 0.39 mmol) were slurried in 26 mL of dry dioxane along with 1.0 grams of activated 3 A molecular sieves. The reaction was heated in an oil bath at 100° C. for 3 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)azetidin-2-one. Mass Spectrum (ESI) m/e=283.1 (M+1).

Provenance & Evidence