HCID 69595822, compound → HCID 69595887, compound

Participants

Reaction Steps

N-[(3R,5S)-1-(Benzyloxy)-5-isopropyl-2-oxopyrrolidinyl]-N-propyl-4′-(trifluoromethyl)[1,1′-biphenyl]-4-sulfonamide (0.023 g, 0.040 mmoles, Example 28a) in 5.0 mL methanol was hydrogenated on 5% Pd/BaSO4 (0.005 g) at 1 atm H2 and 22° C. After 6 hours the solution was filtered through Celite and concentrated by rotary evaporation to afford 0.019 g (98% yield) of the title compound as a white solid. LC-MS (APCI) n/z 485 (M+1). 1H NMR (DMSO-d6) δ 9.90 (br s, 1H), 8.04 (d, J=8 Hz, 2H), 7.99 (d, J=8 Hz, 2H), 7.97 (d, J=8 Hz, 2H), 7.88 (d, J=8 Hz, 2H), 4.53 (dd, J1=8 Hz, J2=10 Hz, 1H), 3.62 (dt, J1=3 Hz, J2=9 Hz, 1H), 3.08–2.90 (sym m, 2H), 2.14–2.02 (sym m, 2H), 1.87 (ddd, J1=8 Hz, J2=9 Hz, J3=14 Hz, 1H), 1.67–1.49 (sym m, 2H), 0.86 (d, J=7 Hz, 3H), 0.80 (t, J=7 Hz, 3H) and 0.77 (d, J=7 Hz, 3H) ppm.

Provenance & Evidence