3-Aminopyridine → 3-Ethyl-2-oxo-1-(2-(pyridin-3-ylamino)pyrimidin-4-yl)pyrrolidine-3-carbonitrile dihydrochloride

Participants

Reaction Conditions

Reaction Steps

To a mixture of 1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile (100 mg) obtained in Step A of Example 2, 3-aminopyridine (45 mg), cesium carbonate (260 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (37 mg) in tetrahydrofuran (2 mL) was added tris(dibenzylideneacetone)dipalladium(0) (37 mg), and the mixture was stirred overnight at 90° 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), 4M hydrogen chloride in ethyl acetate (4 mL) was added thereto, and the mixture was stirred at room temperature for 5 min. The solvent was evaporated under reduced pressure, and the residue was recrystallized (ethyl acetate) to give the title compound (49 mg).

Provenance & Evidence