Dimethylformamide → 5-(2,5-Dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]-pyrimidin-4-yl)picolinonitrile

Participants

Reaction Steps

Under an atmosphere of argon, a mixture of 4-(6-chloropyridin-3-yl)-1-(3-(trifluoro-methyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-2,5-dione (intermediate 11, a) 120 mg, 294 μmol), zinc cyanide (59 mg, 0.50 mmol) and tetrakis(triphenylphosphine)-palladium(0) (34 mg, 29 μmol) in N,N-dimethylformamide (2 mL) is heated at 110° C. for 24 h. The reaction mixture is cooled to room temperature and then purified by preparative reversed phase HPLC (Waters Xbridge™-C18, gradient of acetonitrile in water, 0.1% TFA). Yield: 10 mg; ESI mass spectrum [M+H]+=399; Retention time HPLC: 0.50 min (V012_S01).

Provenance & Evidence