Acetyl chloride → HCID 76021591, 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 (80 mg, 0.12 mmol) in tetrahydrofuran (2 mL) at 0° C. was added triethylamine (0.042 mL, 0.3 mmol) and acetyl chloride (10.4 mg, 0.13 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 recrystallized in dichloromethane and 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-acetyl-piperidin-4-yl)-amide as a white solid (65 mg, 92%)

Provenance & Evidence