2-(Pyrrolidin-1-yl)acetic acid hydrochloride → (S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(2-(pyrrolidin-1-yl)acetamido)propanamide

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 2-(pyrrolidin-1-yl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 215, (S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(2-(pyrrolidin-1-yl)acetamido)propanamide (29.4 mg, 74.8%); Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 10.21 (s, 1H), 7.92 (d, 1H), 7.60 (d, 2H), 7.27-7.31 (m, 5H), 7.21 (d, 2H), 6.99-4.03 (m, 4H), 4.72 (m, 1H), 4.52 (s, 2H), 3.70-3.75 (m, 2H), 3.12 (d, 2H), 2.55 (d, 4H), 1.72 (m 4H). MS (EI) for C28H30FN3O4. found 492.5 (MH+).

Provenance & Evidence