Trifluoroacetic acid → n-[(1r)-1-[(4-Chlorophenyl)methyl]-2-(4-{2-[(methylsulfonyl)amino]phenyl}-piperidyl)-2-oxoethyl]((1s,3r)-3-aminocyclopentyl)carboxamide

Participants

Reaction Steps

The title compound was prepared according to the procedure described in Example 3 Step (b) from N-[(1R)-1-[(4-chlorophenyl)methyl]-2-(4-{2-[(methylsulfonyl)-amino]phenyl}-piperidyl)-2-oxoethyl]{(1S,3R)-3-[(tert-butoxy)carbonylamino]-cyclopentyl}-carboxamide (Step a) (323 mg, 0.5 mmol) and a 50% soln of TFA in CH2Cl2 (20 mL). Purification by preparative HPLC [Phenomenex; 5 μm 250×21.2 mm, 5% to 95% CH3CN (0.1% TFA) in H2O (0.1% TFA) over 30 min, then 100% CH3CN (0.1% TFA) for 2 min]provided the title compound (TFA salt) as a white foam (113 mg). MS (ESI, pos. ion) m/z: 547 (M+1); (ESI, neg. ion) m/z: 545 (M-1). Calc'd for C27H35ClN4O4S: 546.21.

Provenance & Evidence