Triethylamine → HCID 67376339, compound

Participants

Reaction Steps

To a solution of rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid piperidin-4-ylamide trifluoroacetic acid prepared in Example 24 (50 mg, 0.08 mmol) in dichlormethane (10 mL) at 0° C. was added triethylamine (0.026 mL, 0.19 mmol) and methanesulfonyl chloride (10 mg, 0.08 mmol). The mixture was stirred at room temperature for 0.5 h. The mixture was concentrated, and the residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (70% EtOAc in hexanes) to give as rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid (1-methanesulfonyl-piperidin-4-yl)-amide as a white solid (30 mg, 63%)

Provenance & Evidence