2-(5-Methyl-1H-pyrazol-3-yl)acetic acid hydrochloride → (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)-1-(2-(5-methyl-1H-pyrazol-3-yl)acetyl)pyrrolidine-2-carboxamide

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 2-(5-methyl-1H-pyrazol-3-yl)acetic acid hydrochloride and (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 177, (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)-1-(2-(5-methyl-1H-pyrazol-3-yl)acetyl)pyrrolidine-2-carboxamide (42 mg, 45%). Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 12.25 (s, 1H), 9.92 (s, 1H), 7.63-7.54 (m, 2H), 7.33-7.26 (m, 2H), 7.25-7.15 (m, 6H), 7.05-6.93 (m, 4H), 5.87 (s, 1H), 4.52-4.45 (m, 1H), 3.77-3.45 (m, 2H), 3.34-3.27 (m, 2H), 2.24-1.85 (m, 6H). MS (EI) for C30H29FN4O3. found 513.0 (MH+).

Provenance & Evidence