1,2,4-Triazole-1-acetic acid → (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-(2-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)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)-4-(2-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 106, (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-(2-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide. Major isomer: 1H-NMR (400 MHz, CDCl3): δ 9.00 (s, 1H), 8.24 (s, 1H), 7.98 (s, 1H), 7.42-7.38 (m, 2H), 7.27-7.18 (m, 3H), 7.13-6.86 (m, 7H), 5.06 (d, 1H), 4.98 (d, 1H), 4.78 (d, 1H), 3.72-3.66 (m, 1H), 3.31 (t, 1H), 3.004-2.92 (m, 1H), 2.90-2.77 (m, 2H), 2.60 (dd, 1H), 1.81-1.72 (m, 1H), 1.45-1.38 (m, 1H). MS (EI) for C28H25F2N5O3 found 518 (MH+).

Provenance & Evidence