反应详情

To a solution of 1,1,1,3,3,3-hexafluoro-2-(4-(4-(2-nitrophenylsulfonyl)piperazin-1-yl)phenyl)-2-propanol (0.13 g, 0.25 mmol) in EtOH (5 mL) was added 10% palladium on carbon (10 wt % (dry basis) on activated carbon, wet (water about 50%)) (0.026 g, 0.24 mmol). The reaction vessel stirred under a hydrogen atmosphere (1 atm). After 4 hours at room temperature, the reaction vessel was carefully evacuated and backfilled with N2. The solution was filtered through Celite® (diatomaceous earth) and the filtrate was concentrated onto silica. Purification by silica gel chromatography (0 to 6% MeOH in CH2Cl2) afforded 2-(4-(4-(2-aminophenylsulfonyl)piperazin-1-yl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (79 mg) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.40 (s, 1H), 7.45 (d, J=8.8 Hz, 2H), 7.41 (dd, J=1.2, 8.0 Hz, 1H), 7.28-7.35 (m, 1H), 7.00 (d, J=9.0 Hz, 2H), 6.87 (d, J=8.0 Hz, 1H), 6.66 (t, J=7.2 Hz, 1H), 6.09 (s, 2H), 3.22-3.29 (m, 4H), 3.06-3.14 (m, 4H). m/z (ESI, +ve ion) 483.8 (M+H)+. GK-GKRP IC50 (Binding)=0.298 μM; GK-GKRP EC50 (LC MS/MS-2)=0.552 μM.

1. customthe reaction vessel was carefully evacuated
2. filtrationThe solution was filtered through Celite® (diatomaceous earth)
3. concentrationthe filtrate was concentrated onto silica
4. customPurification by silica gel chromatography (0 to 6% MeOH in CH2Cl2)