Cesium carbonate → HCID 66576564, compound

Participants

Reaction Conditions

Reaction Steps

Xantphos (23 mg, 0.049 mmol) and Pd2(dba)3 (22.5 mg, 0.024 mmol) were added to a solution of cesium carbonate (400 mg, 1.23 mmol) in toluene (5 mL) previously purged with nitrogen (20 minutes). The reaction mixture was purged with argon for 10 minutes, followed by the addition of, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 100 mg, 0.492 mmol) and 2-chloro-4-(trifluoromethyl)pyrimidine (0.06 ml, 0.54 mmol). The reaction mixture was heated in seal tube at 110° C. for 16 hours. The reaction was monitored by TLC (10% methanol in chloroform). The reaction mixture was cooled, filtered and the filtrate partitioned between ethyl acetate and water. The organic layer was concentrated to yield the crude product. Purification by column chromatography on silica gel (1.5% methanol in chloroform) afforded 60 mg of the product (35% yield).

Provenance & Evidence