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

Participants

Reaction Steps

Example 167 was prepared from (2R)-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=−9.3° (C=1.65, MeOH): 1H NMR (400 MHz, CDCl3) δ 7.55 (s, 1 H), 7.36–7.24 (m, 4 H), 7.22–7.12 (m, 2 H), 7.08 (d, 1 H, J=8.0 Hz), 6.92 (s, 1 H), 3.53 (q, 1 H, J=7.2 Hz), 3.42–3.23 (m, 2 H), 2.95 (ABq, 2 H), 2.73–2.59 (m, 1 H), 2.57–2.43 (m, 1 H), 2.42–2.33 (m, 2 H), 2.28 (s, 3 H), 2.08–1.92 (m, 2 H), 1.86–1.56 (m, 6 H), 1.51 (d, 3 H, J=7.2 Hz), 1.24 (d, 6 H, J=6.8 Hz); ESMS m/e: 484.3 (M+H)+.

Provenance & Evidence