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

Participants

Reaction Steps

The title compound was prepared according to the procedure described in Example 3 (Step b) using tert-butyl 3-(N-{(1R)-1-[(4-chlorophenyl)methyl]-2-[4-(2-{[(2-cyanophenyl}sulfonyl]amino}phenyl)piperidyl]-2-oxoethyl]carbamoyl)(3S)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (Step a) (167 mg, 0.21 mmol) and 50% TFA in CH2Cl2 (10 mL). Purification by reverse phase 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 (76 mg). MS (ESI, pos. ion) m/z: 682 (M+1); (ESI, neg. ion) m/z: 680 (M−1). Calc'd for C37H36ClN5O4S: 681.22.

Provenance & Evidence