Acetic Acid → HCID 86700321, compound

Participants

Reaction Steps

To the solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(1-methyl-1H-indazol-5-yl)-2-oxo-5,6-dihydropyrazin-1(2H)-yl)benzo[d]thiazol-6-yl)acetate (64 mg, 0.1 mmol) in THF (1 mL) was added acetic acid (6 μL, 0.1 mmol), followed by sodium cyanoborohydride (10 mg, 0.2 mmol). The mixture was stirred for 12 hours, and diluted with ethyl acetate. Sodium hydroxide solution (1 N, 5 mL) was added, and the mixture was stirred for 30 minutes. Organic phase was separated, and was washed water and brine, and was dried over sodium sulfate. Concentration and purification with flash column chromatography (hexanes/EtOAc) gave (2S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(1-methyl-1H-indazol-5-yl)-2-oxopiperazin-1-yl)benzo[d]thiazol-6-yl)acetate. LCMS-ESI+: calc'd for C34H37ClN5O4S: 646.2 (M+H+); Found: 646.2 (M+H+).

Provenance & Evidence