3-bromo-5-phenyl-8-ethyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-2-one → N-(1-Methylcyclohexyl)2-[3-bromo-2-oxo-5-phenyl-8-ethyl-2,3,4,5,-tetrahydro-1H-(1)benzazepin-1-yl]ethanoic acid amide

HRID 53140Notes

Reaction equation

HRID 53140 reaction equation
[Br:1][CH:2]1[CH2:8][CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]2[CH:15]=[CH:16][C:17]([CH2:19][CH3:20])=[CH:18][C:5]=2[NH:4][C:3]1=[O:21].[CH3:22][C:23]1([NH:29][C:30](=[O:33])[CH2:31]I)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[CH3:22][C:23]1([NH:29][C:30](=[O:33])[CH2:31][N:4]2[C:5]3[CH:18]=[C:17]([CH2:19][CH3:20])[CH:16]=[CH:15][C:6]=3[CH:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:8][CH:2]([Br:1])[C:3]2=[O:21])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 199618383-bromo-5-phenyl-8-ethyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-2-oneHCID 19961840N-(1-methylcyclohexyl)-iodoacetamide

Product 1

HCID 53849488N-(1-Methylcyclohexyl)2-[3-bromo-2-oxo-5-phenyl-8-ethyl-2,3,4,5,-tetrahydro-1H-(1)benzazepin-1-yl]ethanoic acid amideYield 80%

Procedure

Prepared as in Example 20I from 3-bromo-5-phenyl-8-ethyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-2-one using N-(1-methylcyclohexyl)-iodoacetamide, M.P. 156°-158° C., 80% yield for the trans isomer.

Sources & evidence

ORD record
ord-9bacc7daeed84a69b6f7d53067cc0bde
Source dataset
uspto-grants-1997_04
Patent number
US05618811

Reaction notes

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