Lithium Hydroxide → HCID 58920585, compound

Participants

Reaction Steps

(S)-ethyl 4-(4-(2-(5-chloropyridin-2-yl)-2-(4-fluoro-3-(trifluoromethyl)benzamido)-2-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)ethyl)phenyl)butanoate (11.2 mg, 0.015 mmol) was dissolved in THF (0.2 mL) and a 1N LiOH solution was added. The reaction mixture was stirred at room temperature for 3 days, then diluted with 1N HCl (0.5 mL). The aqueous layer was extracted with CH2Cl2 (3×0.5 mL). The combined organic portions were dried over Na2SO4, filtered and the solvent removed in vacuo to yield (S)-4-(4-(2-(5-chloropyridin-2-yl)-2-(4-fluoro-3-(trifluoromethyl)benzamido)-2-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)ethyl)phenyl)butanoic acid (9.9 mg, 92% yield) as a clear film. LCMS: RT=1.55 min [M+H] 719.0 (LCMS Method 2) NMR: 400 MHz 1H (CDCl3) 9.02 ppm, 1H, s; 8.29 ppm, 1H, d, J=2.20 Hz; 7.94 ppm, 1H, m; 7.80 ppm, 1H, m; 7.67 ppm, 1H, dd, J=2.42 and 8.57 ppm, 7.13 ppm, 1H, d, J=8.79 Hz; 7.05 ppm, 2H, m; 6.84 ppm, 1H, d, J=8.79 Hz; 6.77 ppm, 2H, d, J=7.91 Hz; 6.38 ppm, 2H, J=7.91 Hz; 5.81 ppm, 1H, tt, J=2.63 and 52.73 Hz; 4.44 ppm, 1H, d, J=12.74 Hz; 3.51 ppm, 1H, d, J=12.74 Hz; 2.47 ppm, 2H, t, J=7.69 Hz; 2.22 ppm, 2H, t, J=7.25 Hz; 1.80 ppm, 2H, m.

Provenance & Evidence