13911-20-1 → HCID 21957183, compound

HRID 2213412Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([O:13][CH3:14])[C:10]([OH:12])=O)[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:15][CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH:22]([C:25]2[CH:26]=[C:27]([NH:31][C:32](=[O:36])[CH:33]([CH3:35])[CH3:34])[CH:28]=[CH:29][CH:30]=2)[CH2:21][CH2:20]1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([O:13][CH3:14])[C:10]([NH:15][CH2:16][CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([C:25]3[CH:26]=[C:27]([NH:31][C:32](=[O:36])[CH:33]([CH3:34])[CH3:35])[CH:28]=[CH:29][CH:30]=3)[CH2:21][CH2:20]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Reactant 2

HCID 455272813911-20-1

HCID 16757470N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}2-methylpropanamide

Product 1

HCID 21957183HCID 21957183, compound

Procedure

Example 39 was prepared from (3,4-dichlorophenyl)(methoxy)acetic 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 8.02–7.94 (m, 1H), 7.54 (d, 2H, J=10.1 Hz), 7.41 (d, 1H, J=8.5 Hz), 7.34–7.19 (m, 4H), 6.97 (d, 1H, J=7.0 Hz), 4.56 (s, 1H), 3.83 (s, 3H), 3.09–3.01 (m, 2H), 2.55–2.39 (m, 4H), 2.17 (s, 1H), 2.08–1.95 (m, 3H), 1.91–1.77 (m, 4H), 1.74–1.65 (m, 2H), 1.22 (d, 6H, J=6.6 Hz); ESMS m/e: 520.2 (M+H)+.

Sources & evidence

ORD record: ord-5acbf4fafc814755829f75719adb3877
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07105544B2

Reaction notes

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