1-(p-Chlorophenyl)cyclobutanecarboxylic acid → 1-(4-chlorophenyl)-N-(3-{4-[3-(propionylamino)phenyl]-1-piperidinyl}propyl)cyclobutanecarboxamide

HRID 2213429Notes

Reaction equation

HRID 2213429 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]([OH:14])=O)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[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:35])[CH2:33][CH3:34])[CH:28]=[CH:29][CH:30]=2)[CH2:21][CH2:20]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:12]([NH:15][CH2:16][CH2:17][CH2:18][N:19]3[CH2:24][CH2:23][CH:22]([C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][C:32](=[O:35])[CH2:33][CH3:34])[CH:26]=4)[CH2:21][CH2:20]3)=[O:14])[CH2:9][CH2:10][CH2:11]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6027611-(p-Chlorophenyl)cyclobutanecarboxylic acidHCID 21957142N-{3-[1-(3-aminopropyl)4-piperidinyl]phenyl}propanamide

Product 1

HCID 219571921-(4-chlorophenyl)-N-(3-{4-[3-(propionylamino)phenyl]-1-piperidinyl}propyl)cyclobutanecarboxamide

Procedure

Example 58 was prepared from 1-(4-chlorophenyl)cyclobutanecarboxylic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}propanamide according to the procedures described in Scheme 10: ESMS m/e: 482.3 (M+H)+.

Sources & evidence

ORD record
ord-238baf35ade145df900a302485e7a207
Source dataset
uspto-grants-2006_09
Patent number
US07105544B2

Reaction notes

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