Potassium Carbonate → (3S,5S)-3-cyclopropyl-1-(2-((1-(1-hydroxy-2-methylpropan-2-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-5-methyl-2-oxopyrrolidine-3-carbonitrile hydrochloride

Participants

Reaction Conditions

Reaction Steps

To a mixture of (3S,5S)-3-cyclopropyl-5-methyl-2-oxopyrrolidine-3-carbonitrile (150 mg) obtained in Step B of Example 358, 2-(4-((4-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)-2-methylpropan-1-ol (200 mg) obtained in Step E of Example 347, potassium carbonate (210 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (26 mg) in toluene (2.0 mL) was added tris(dibenzylideneacetone)dipalladium(0) (14 mg), and the mixture was stirred overnight at 85° C. 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 (NH, hexane/ethyl acetate), and to a solution of the residue (200 mg) in ethanol (2.0 mL) was added 1 M hydrochloric acid (0.51 mL). The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized (diisopropyl ether/ethyl acetate) to give the title compound (65 mg).

Provenance & Evidence