DL-2-(4-chlorophenyl)propanoic acid → HCID 21957250, compound

HRID 2213410Notes

Reaction equation

HRID 2213410 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[NH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([C:23]2[CH:24]=[C:25]([NH:29][C:30](=[O:34])[CH:31]([CH3:33])[CH3:32])[CH:26]=[CH:27][CH:28]=2)[CH2:19][CH2:18]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:12])[C:9]([NH:13][CH2:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:30](=[O:34])[CH:31]([CH3:32])[CH3:33])[CH:24]=3)[CH2:19][CH2:18]2)=[O:11])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 102525DL-2-(4-chlorophenyl)propanoic acidHCID 16757470N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}2-methylpropanamide

Product 1

HCID 21957250HCID 21957250, compound

Procedure

Example 37 was prepared from 2-(4-chlorophenyl)propanoic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}-2-methylpropanamide according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 7.61 (d, 2H, J=6.5 Hz), 7.26 (s, 6H), 7.05–6.99 (m, 1H), 6.94 (d, 1H, J=7.1 Hz), 3.37–3.25 (m, 2H), 2.89 (d, 1H, J=9.6 Hz), 2.57–2.43 (m, 2H), 2.37 (t, 2H, J=6.1 Hz), 2.22–2.16 (m, 2H), 2.00–1.91 (m, 2H), 1.89–1.77 (m, 2H), 1.69–1.58 (m, 4H), 1.48 (d, 3H, J=7.0 Hz), 1.24 (d, 6H, J=7.0 Hz); ESMS m/e: 470.3 (M+H)+.

Sources & evidence

ORD record
ord-b4431fab8ab34c12bda57f369338c1f3
Source dataset
uspto-grants-2006_09
Patent number
US07105544B2

Reaction notes

Loading…