Lithium Hydroxide → HCID 21921515, compound

Participants

Reaction Steps

A solution of above acid in DMF (3.0 mL) was reacted with (2S)-amino-3-(4′-trifluoromethoxy-biphenyl-4-yl)-propionic acid methyl ester Hydrochloride (0.300 g, 0.797 mmol), HBTU (0.300 g, 0.797 mmol), and DIEA (0.425 mL, 2.40 mmol) as described in general procedure A. The crude compound was purified by flash column chromatography on silica gel using CHCl3 as the mobile phase to give 0.290 g (61%) of 2-{[1-(4-fluoro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carbonyl]-amino}-3-(4′-trifluoromethoxy-biphenyl-4-yl)-propionic acid methyl ester. A solution of this ester (0.140 g, 0.235 mmol) in THF (4.0 mL) was treated with LiOH (0.035 g) by general procedure I to afford (0.125 g, 92%) of the title compound 2-{[1-(4-Fluoro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carbonyl]-amino}-3-(4′-trifluoromethyl-biphenyl-4-yl)-propionic acid as a white solid. LCMS: 582 (M+1)+. 1H NMR (DMSO-d6) 8.94 [d, 1H], 8.07 [s, 1H], 7.76 [m, 2H], 7.57 [m, 4H], 7.42 [m, 6H], 4.64 [m, 1H], 3.22 [m, 1H], 3.05 [m, 1H].

Provenance & Evidence