Cesium carbonate → tert-butyl 3-(4-((4-((3S)-3-cyano-3-isopropyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)azetidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a mixture of (3S)-1-(2-chloropyrimidin-4-yl)-3-isopropyl-2-oxopyrrolidine-3-carbonitrile (200 mg) obtained in Step A of Example 9, tert-butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate (97 mg) obtained in Step B of Example 131, cesium carbonate (370 mg) and dicyclohexyl(2′,4′,6′-triisopopropyl-3,6-dimethoxybiphenyl-2-yl)phosphine (57 mg) in tert-butanol (2.0 mL) was added tris(dibenzylideneacetone)dipalladium(0) (48 mg), and the mixture was stirred at 100° C. for 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 give the title compound (22 mg).

Provenance & Evidence