3,5-Dichlorobenzoyl chloride → 3,5-Dichloro-N-((1S)-3-{4-[3-(isobutyrylamino)phenyl]-1-piperidinyl}-1-phenylpropyl)benzamide

HRID 1832468Notes

Reaction equation

HRID 1832468 reaction equation
[NH2:1][C@H:2]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:12]=[C:13]([NH:17][C:18](=[O:22])[CH:19]([CH3:21])[CH3:20])[CH:14]=[CH:15][CH:16]=2)[CH2:7][CH2:6]1.[Cl:29][C:30]1[CH:31]=[C:32]([CH:36]=[C:37]([Cl:39])[CH:38]=1)[C:33](Cl)=[O:34]>>[Cl:29][C:30]1[CH:31]=[C:32]([CH:36]=[C:37]([Cl:39])[CH:38]=1)[C:33]([NH:1][C@H:2]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([NH:17][C:18](=[O:22])[CH:19]([CH3:21])[CH3:20])[CH:12]=2)[CH2:7][CH2:6]1)=[O:34]

Participants

3

Reactant 2

HCID 761913,5-Dichlorobenzoyl chlorideHCID 69523474N-(3-(1-[(3S)-3-amino-3-phenylpropyl]-4-piperidinyl)phenyl)-2-methylpropanamide

Product 1

HCID 586512983,5-Dichloro-N-((1S)-3-{4-[3-(isobutyrylamino)phenyl]-1-piperidinyl}-1-phenylpropyl)benzamide

Procedure

Prepared by Procedure Q1 and Scheme AC using N-(3-{1-[(3S)-3-amino-3-phenylpropyl]-4-piperidinyl}phenyl)-2-methylpropanamide and 3,5-dichlorobenzoyl chloride: ESMS m/e: 552.3 (M+H)+.

Workup

  1. customPrepared by Procedure Q1 and Scheme AC

Sources & evidence

ORD record
ord-291eb676a05647049d4a457883746c4d
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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