Methanesulfonic Acid → HCID 10113998, compound

Participants

Reaction Steps

To (4S)-1-{4′-[4-(tert-butoxycarbonyl)piperazin-1-yl]-4-chloro-1,1′-biphenyl-3-yl}-N-(cyanomethyl)-4-methyl-L-prolinamide (66 mg, 0.123 mmol) in dry TBF (0.25 mL) under dry nitrogen was gradually added a total of 3 equivalents of MeSO3H (30 mL, 0.39 mmol) over a period of 1 hour in portions of 1–2 equivalents at a time and the reaction mixture was stirred overnight. Aqueous sat. NaHCO3 was added carefully and the product was extracted with EtOAc (2×), dried over Na2SO4, concentrated in vacuo and purified by flash chromatography over silica gel (HOH/MeOH/CH2Cl2, 1/9/90) to afford (4S)-1-(4-chloro-4′-piperazin-1-yl-1,1′-biphenyl-3-yl)-N-(cyanomethyl)-4-methyl-L-prolinamide. MS (-APCI): 436.2 [M−1]−.

Provenance & Evidence