Acetic Acid → HCID 25131531, compound

Participants

Reaction Steps

A mixture of 3-{(1R,2R)-2-[(benzyloxy)methyl]-4,4-difluorocyclohexyl}-4-[4-(methylsulfonyl)phenyl]-1-(2,2,2-trifluoroethyl)-1H-pyrazole (2.15 g, 3.97 mmol) and Pearlman's catalyst (1.0 g) were stirred together in ethyl acetate (50 mL) containing acetic acid (5 mL) under an atmosphere of hydrogen at rt for 20 h. The reaction mixture was then filtered through a Celite® pad and the filtrate was washed with saturated aqueous solutions of NaHCO3 and NaCl before drying over Na2SO4. Solvent removal in vacuo yielded {(1R,2R)-5,5-difluoro-2-[4-[4-(methylsulfonyl)phenyl]-1-(2,2,2-trifluoroethyl)-1H-pyrazol-3-yl]cyclohexyl}methanol as a faint-yellow, thick syrup. 1H NMR (400 MHz, acetone d6) δ 8.06 (1H, s), 7.96 (2H, d, J= 8.4 Hz), 7.79 (2H, d, J= 8.4 Hz), 5.08 (2H, q, J=8.8 Hz), 3.70 (1H, m), 3.47 (1H, m), 3.36 (1H, m), 3.16 (3H, s), 3.09 (1H, m), 2.38 (1H, m), 2.25 (1H, m), 2.15-1.30 (5H, m).

Provenance & Evidence