Water → 2-(4-(4-((2,4-Diaminophenyl)sulfonyl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol

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Reaction Steps

To a solution of 2-(4-(4-((2,4-dinitrophenyl)sulfonyl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (0.13 g, 0.22 mmol) in EtOH (5 mL) was added palladium, 10 wt % (dry basis) on activated carbon, wet, Degussa type E101 NE/W, water about 50% (26 mg, 0.24 mmol, Sigma-Aldrich, St. Louis, Mo.). The reaction vessel was carefully evacuated and backfilled with hydrogen. This was repeated twice and then the solution was left under an atmosphere of hydrogen (1 atm; 101.3 kpascal) for 18 h. The reaction vessel was then carefully evacuated and backfilled with N2. The solution was filtered through a syringe filter and the filtrate was concentrated onto silica. Purification by silica gel chromatography (0 to 6% MeOH/DCM) afforded 2-(4-(4-((2,4-diaminophenyl)sulfonyl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (96 mg) as an off-white solid.

Provenance & Evidence