Cesium carbonate → HCID 118272053, compound

Participants

Reaction Conditions

Reaction Steps

A flask was charged with 4,6-dichloro-2-methylnicotinonitrile (1500 mg), (R)-1-(1-phenylethyl)urea (1449 mg), xantphos (371 mg), palladium(II)acetate (90 mg) and cesium carbonate (5.23 g). Tetrahydrofuran (53 mL) was injected and the reaction was heated to 50° C. for 3 hours. LC/MS showed that the reaction cleanly proceeded to completion. The reaction mixture was filtered through celite and the filtrate was concentrated and purified by silica gel chromatography (0-30% DCM/EtOAc). (R) -1-(4-chloro-5-cyano-6-methylpyridin-2-yl)-3-(1-phenylethyl)urea (2.19 g, 87%) was isolated as an off-white solid. MS ESI calc'd for C16H15ClN4O [M+H]+ 315. found 315.

Provenance & Evidence