Cesium carbonate → 3,3-diethyl-1-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)pyrrolidin-2-one hydrochloride

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine (150 mg) obtained in Step C of Example 1, 3,3-diethylpyrrolidin-2-one (110 mg), cesium carbonate (700 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (90 mg) in tetrahydrofuran (5 mL) was added tris(dibenzylideneacetone)dipalladium(0) (130 mg), and the mixture was stirred in a microwave reactor at 130° C. for 1.5 hr. The insoluble substance was removed by filtration through Celite, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), to a solution of the residue in ethanol (5 mL) was added 12M hydrogen chloride ethanol solution (1 mL), and the mixture was stirred at room temperature for 5 min. The solvent was evaporated under reduced pressure, and the obtained crude crystals were recrystallized (ethanol/ethyl acetate) to give the title compound (76 mg).

Provenance & Evidence