Water → HCID 59249370, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of rac (2R,3S,4R,5S)-4-(4-Chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (4-iodo-2,5-dimethyl-phenyl)-amide (Example 365, 149 mg, 0.214 mmol) in DMF (5 ml) was added water (0.2 ml), and potassium carbonate (60 mg, 0.428 mmol). The mixture was bubbled with nitrogen and palladium acetate (5 mg, 0.021 mmol) was added. The mixture was subjected to carbon monoxide atmosphere at 50 psi and was heated at 70° C. for 3 h. The mixture was then filtered through celite, acidified with HOAc and extracted with EtOAc (3×10 ml). The organic solution was concentrated and was purified by reverse phase HPLC using acetonitrile and water. Obtained the title compound as a white powder, (45 mg, 35% yield).

Provenance & Evidence