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

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 2-(1H-1,2,3-triazol-1-yl)acetic acid and (2S,4R)-4-(3,4-difluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 226, (2S,4R)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(3,4-difluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide. Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 9.97 (s, 1H), 8.00 (s, 1H), 7.72 (s, 1H), 7.56 (d, 2H), 7.42-7.31 (m, 2H), 7.24-7.06 (m, 3H), 7.04-6.91 (m, 4H), 5.44 (q, 2H), 4.55-4.49 (m, 1H), 3.88-3.78 (m, 1H), 3.42-3.33 (m, 2H), 2.80-2.68 (m, 3H), 2.02-1.94 (m, 2H). MS (EI) for C28H24F3N5O3. found 536.2 (MH+).

Provenance & Evidence