2-(1H-1,2,4-triazol-1-yl)acetic acid hydrochloride → (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-benzyl-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 hydrochloride and (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 140, (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide (63 mg, 70%). Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 9.99 (s, 1H), 8.43 (s, 1H), 7.95 (s, 1H), 7.55 (d, 2H), 7.36-7.15 (m, 8H), 7.05-6.91 (m, 4H), 5.23 (q, 2H), 4.54-4.47 (m, 1H), 3.84-3.79 (m, 1H), 2.78-2.63 (m, 3H), 2.02-1.87 (m, 2H). MS (EI) for C28H26FN5O3. found 500.0 (MH+).

Provenance & Evidence