2-(2H-1,2,3-triazol-2-yl)acetic acid → (2S,4R)-1-(2-(2H-1,2,3-triazol-2-yl)acetyl)-4-(2-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 2-(2H-1,2,3-triazol-2-yl)acetic acid and (2S,4R)-4-(2-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 107, (2S,4R)-1-(2-(2H-1,2,3-triazol-2-yl)acetyl)-4-(2-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide. Major isomer: 1H-NMR (400 MHz, CDCl3): δ 9.14 (s, 1H), 7.71 (s, 2H), 7.44-7.40 (m, 2H), 7.27-7.17 (m, 3H), 7.12-6.86 (m, 7H), 5.30 (d, 2H), 4.83 (d, 1H), 3.59-3.53 (m, 1H), 3.23 (t, 1H), 2.98-2.76 (m, 3H), 2.62 (dd, 1H), 1.78-1.69 (m, 1H). MS (EI) for C28H25F2N5O3 found 518 (MH+).

Provenance & Evidence