DL-2-(4-chlorophenyl)propanoic acid → HCID 21051142, compound

HRID 1269272Notes

Reaction equation

HRID 1269272 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:32])[CH3:31])[CH:26]=[CH:27][CH:28]=2)[CH2:19][CH2:18]1>>[C:30]([NH:29][C:25]1[CH:24]=[C:23]([CH:20]2[CH2:21][CH2:22][N:17]([CH2:16][CH2:15][CH2:14][NH:13][C:9](=[O:11])[CH:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[CH3:12])[CH2:18][CH2:19]2)[CH:28]=[CH:27][CH:26]=1)(=[O:32])[CH3:31]

Participants

3

Reactant 2

HCID 102525DL-2-(4-chlorophenyl)propanoic acidHCID 21957249N-{3-[1-(3-amino propyl)4-piperidinyl]phenyl}acetamide

Product 1

HCID 21051142HCID 21051142, compound

Procedure

Example 95 was prepared from 2-(4-chlorophenyl) propanoic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}acetamide according to the procedures described in Scheme 10: 1H NMR (400 MHz, CDCl3) δ 7.48 (s, 1H), 7.36 (s, 1H), 7.31–7.25 (m, 6H), 6.98–6.93 (m, 2H), 3.51–3.48 (m, 1H), 3.35–3.31 (m, 2H), 3.03 (d, 1H, J=11.6 Hz), 2.93 (d, 1H, J=11.2 Hz), 2.50 (m, 1H), 2.42–2.38 (m, 2H), 2.19 (s, 3H), 2.05–1.96 (m, 2H), 1.90–1.80 (m, 2H), 1.70–1.59 (m, 4H), 1.51 (d, 3H, J=7.2 Hz); ESMS m/e: 442.2 (M+H)+.

Sources & evidence

ORD record
ord-ed403b4158be4336841e288d7ad5afee
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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