(2S)-2-(4-chlorophenyl)propanoic acid → (2S)-2-(4-chlorophenyl)-N-(3-{4-[5-(isobutyrylamino)-2-methylphenyl]-1-piperidinyl}propyl)propanamide

Participants

Reaction Steps

Example 166 was prepared from (2S)-2-(4-chlorophenyl)propanoic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]-4-methylphenyl}-2-methylpropanamide according to the procedures described in Scheme 12; [α]D=+5.2° (C=1.03, MeOH): 1H NMR (400 MHz, CDCl3) δ 7.55 (d, 1 H, J=2.0 Hz), 7.46 (s, 1 H), 7.34–7.24 (m, 4 H), 7.23–7.17 (m, 1 H), 7.07 (d, 1 H, J=8.0 Hz), 7.04–6.97 (m, 1 H), 3.54 (q, 1 H, J=7.2 Hz), 3.41–3.24 (m, 2 H), 2.95 (ABq, 2 H), 2.72–2.59 (m, 1 H), 2.57–2.45 (m, 1 H), 2.42–2.37 (m, 2 H), 2.27 (s, 3 H), 2.05–1.91 (m, 2 H), 1.82–1.55 (m, 6 H), 1.50 (d, 3 H, J=6.8 Hz), 1.22 (d, 6 H, J=6.8 Hz); ESMS m/e: 484.3 (M+H)+.

Provenance & Evidence