HCID 86613594, compound → HCID 86613593, compound

Participants

Reaction Steps

(R)-tert-butyl 2-((S)-1-(5-chloropyridin-2-yl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethylcarbamoyl)-4,4-difluoropyrrolidine-1-carboxylate (33.9 mg, 0.05 mmol) was dissolved in a solution of TFA/CH2Cl2 (2 mL/2 mL) and the reaction mixture was stirred overnight. The solvent was removed and the residue dissolved in MeOH and purified by preparative HPLC (Phenoma Luna AXIA 100A, C18; mobile phase: MeCN/H2O/TFA) to yield (R)-N-((S)-1-(5-chloropyridin-2-yl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-4,4-difluoropyrrolidine-2-carboxamide as a white solid (22.4 mg, 78% yield). LC/MS RT=3.876 min; [M+H]=576.2 (LCMS Method 3). NMR: 500 MHz 1H (CDCl3); 8.35 ppm, 1H, d, J=5 Hz;, 7.79 ppm, 1H, m; 7.38 ppm, 1H, d, J=10 Hz; 7.17 ppm, 1H, m; 7.04 ppm, 4H, m; 6.89 ppm, 1H, m; 6.51 ppm, 1H, d, J=5 Hz; 6.21 ppm, 1H; m; 4.56 ppm, 1H′ t, J=9 Hz; 4.19 ppm, 1H, d, J=13 Hz; 3.84 ppm, 1H, d, J=13 Hz; 3.60 ppm, 2H′ t, J=12 Hz; 2.68 ppm, 1H, m; 2.22 ppm, 1H, m.

Provenance & Evidence