DL-2-(4-chlorophenyl)propanoic acid → HCID 21957169, compound

HRID 1269254Notes

Reaction equation

HRID 1269254 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])[CH2:31][CH2:32][CH3:33])[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:24]=[C:25]([NH:29][C:30](=[O:34])[CH2:31][CH2:32][CH3:33])[CH:26]=[CH:27][CH:28]=3)[CH2:19][CH2:18]2)=[O:11])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 102525DL-2-(4-chlorophenyl)propanoic acidHCID 21957120N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}butanamide

Product 1

HCID 21957169HCID 21957169, compound

Procedure

Example 77 was prepared from 2-(4-chlorophenyl)propanoic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}butanamide according to the procedures described in Scheme 10: 1H NMR (400 MHz, CDCl3) δ 7.56 (s, 1H), 7.41 (s, 1H), 7.30–7.27 (m, 6H), 6.96 (m, 2H), 3.51 (q, 1H, J=7.2 Hz), 3.50–3.30 (m, 2H), 3.02 (d, 1H, J=10.8 Hz), 2.92 (d, 1H, J=13.6 Hz), 2.50 (m, 1H), 2.41–2.34 (m, 4H), 1.99–1.94 (m, 2H), 1.86–1.58 (m, 8H), 1.51 (d, 3H, J=7.2 Hz), 1.02 (t, 3H, J=7.6 Hz); ESMS m/e: 470.3 (M+H)+.

Sources & evidence

ORD record
ord-decc691368eb473aa5dea1b4715f9033
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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