Cesium carbonate → HCID 67408142, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 500 mg (2.86 mmol) 2-chloro-5-methoxy-3-methylpyrimidin-4(3H)-one in 10 ml THF was added 233 mg (0.286 mmol) 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane adduct, 0.965 g (4.29 mmol) 4-chloro-3-(trifluoromethyl)benzeneboronic acid, and 1.87 g (5.73 mmol) Cs2CO3. The reaction mixture was heated to 130° C. for 15 min in the microwave, then diluted with 10 ml water, extracted with 30 ml EtOAc, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by flash chromatography (25 g silica gel, 40-100% hexane/EtOAc) gave 625 mg (68% yield) of 2-[4-chloro-3-(trifluoromethyl)phenyl]-5-methoxy-3-methylpyrimidin-4(3H)-one. LCMS [M+H]+=319.1.

Provenance & Evidence