Cesium carbonate → HCID 68685955, compound

Participants

Reaction Conditions

Reaction Steps

The mixture of 17 mg of N-[5-bromo-4-(8-methylimidazo[1,2-a]pyridin-3-yl)-2-pyrimidinyl]-N-[(1S)-1-phenylethyl]acetamide [16-1], 2.17 mg of bis(dibenzylideneacetone)palladium, 19 mg of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene, 17.2 mg of cesium carbonate, 5.0 μL of 1-methylpiperazine, 0.25 mL of toluene, and 0.5 mL of 1,4-dioxane, was stirred at 80° C. for 3 days. After cooling the reaction mixture back to room temperature, a saturated aqueous solution of sodium hydrogen carbonate and water were added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and the residue was purified by preparative reversed phase liquid chromatography, to obtain 0.6 mg of N-[4-(8-methylimidazo[1,2-a]pyridin-3-yl)-5-(4-methyl-1-piperazinyl)-2-pyrimidinyl]-N-[(1S)-1-phenylethyl]acetamide [16-2].

Provenance & Evidence