Cesium carbonate → tert-butyl 4-((4-((3S)-3-cyano-3-cyclopropyl-2-oxopyrrolidin-1-yl) pyrimidin-2-yl)amino)-2-ethoxybenzoate

Participants

Reaction Conditions

Reaction Steps

To a solution of (3S)-1-(2-chloropyrimidin-4-yl)-3-cyclopropyl-2-oxopyrrolidine-3-carbonitrile (100 mg) obtained in Step E of Example 103, tert-butyl 4-amino-2-ethoxybenzoate (110 mg) obtained in Step C of Example 139, cesium carbonate (250 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (35 mg) in tetrahydrofuran (3.0 mL) was added tris(dibenzylideneacetone)dipalladium(0) (34 mg) under argon atmosphere, 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 (hexane/ethyl acetate) to give the title compound (41 mg).

Provenance & Evidence