DL-2-(4-chlorophenyl)propanoic acid → HCID 21051143, compound

HRID 1269267Notes

Reaction equation

HRID 1269267 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[N:28]=[C:27]([NH:29][C:30](=[O:34])[CH:31]([CH3:33])[CH3:32])[CH:26]=[CH:25][CH:24]=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]=[CH:25][CH:26]=[C:27]([NH:29][C:30](=[O:34])[CH:31]([CH3:32])[CH3:33])[N: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 21957182N-{6-[1-(3-aminopropyl)-4-piperidinyl]-2-pyridinyl}2-methylpropanamide

Product 1

HCID 21051143HCID 21051143, compound

Procedure

Example 90 was prepared from 2-(4-chlorophenyl)propanoic acid and N{6-[1-(3-aminopropyl)-4-piperidinyl]-2-pyridinyl}-2-methylpropanamide according procedures described in Scheme 10: 1H NMR (400 MHz, CDCl3) δ 8.06 (d, 1H, J=8.0 Hz), 7.75 (s, 1H), 7.64 (t, 1H, J=7.6 Hz), 7.34–7.27 (m, 4H), 7.22 (br s, 1H), 6.89 (d, 1H, J=7.6 Hz), 3.53 (q, 1H, J=7.2 Hz), 3.36 (m, 1H), 3.29 (m, 1H), 3.05 (d, 1H, J=11.6 Hz), 2.95 (d, 1H, J=10.4 Hz), 2.58 (m, 1H), 2.45–2.40 (m, 3H), 2.02–1.63 (m, 8H), 1.50 (d, 3H, J=7.2 Hz), 1.22 (dd, 6H, J=1.6, 6.8 Hz); ESMS m/e: 471.2 (M+H)+.

Sources & evidence

ORD record
ord-a03f3460dba54b2094c2a4276dbfaee3
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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