1,2,4-Triazole-1-acetic acid → (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-N-(4-(4-fluorophenoxy)phenyl)-4-(2,4,6-trifluorobenzyl)pyrrolidine-2-carboxamide

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 2-(1H-1,2,4-triazol-1-yl)acetic acid and (2S,4R)—N-(4-(4-fluorophenoxy)phenyl)-4-(2,4,6-trifluorobenzyl)pyrrolidine-2-carboxamide, gave Compound 108, (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-N-(4-(4-fluorophenoxy)phenyl)-4-(2,4,6-trifluorobenzyl)pyrrolidine-2-carboxamide. Major isomer: 1H-NMR (400 MHz, CDCl3): δ 8.96 (s, 1H), 8.32 (s, 1H), 8.12 (s, 1H), 7.38 (d, 2H), 7.03-6.85 (m, 6H), 6.73-6.64 (m, 2H), 5.08 (d, 1H), 5.02 (d, 1H), 4.76 (d, 1H), 3.78-3.72 (m, 1H), 3.31 (t, 1H), 3.00-2.68 (m, 3H), 2.56 (dd, 1H), 1.82-1.72 (m, 1H). MS (EI) for C28H23F4N5O3 found 554 (MH+).

Provenance & Evidence