2-(1H-1,2,4-triazol-1-yl)acetic acid hydrochloride → (2S,4S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-N-(4-(4-fluorophenoxy)phenyl)-4-phenylpyrrolidine-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,4S)—N-(4-(4-fluorophenoxy)phenyl)-4-phenylpyrrolidine-2-carboxamide, gave Compound 78, (2S,4S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-N-(4-(4-fluorophenoxy)phenyl)-4-phenylpyrrolidine-2-carboxamide (187 mg, 68%). 1H-NMR (400 MHz, CDCl3): σ 9.08 (s, 1H), 8.27 (s, 1H), 8.01 (s, 1H), 7.46 (d, 2H), 7.40-7.37 (m, 2H), 7.33-7.29 (m, 2H), 7.04-6.99 (m, 2H), 6.96-6.92 (m, 4H), 5.04 (d, 2H), 4.96 (d, 1H), 4.06 (t, 1H), 3.96-3.86 (m, 1H), 3.61 (t, 1H), 2.90 (dd, 1H), 2.20-2.11 (m, 1H). MS (EI) for C27H24FN5O3. found 486.2 (MH+).

Provenance & Evidence