3-[(hexahydro-azepin-3-yl)-methyl]-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one → 3-[(N-(3-(4-Amino-3,5-dibromo-phenoxy)-propyl)-hexahydro-azepin-3-yl)-methyl]-7, 8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one-dihydrochloride

HRID 1682013Notes

Reaction equation

HRID 1682013 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([CH2:8][N:9]2[C:15](=[O:16])[CH2:14][C:13]3[CH:17]=[C:18]([O:23][CH3:24])[C:19]([O:21][CH3:22])=[CH:20][C:12]=3[CH2:11][CH2:10]2)[CH2:2]1.[NH2:25][C:26]1[C:36]([Br:37])=[CH:35][C:29]([O:30][CH2:31][CH2:32][CH2:33][Cl:34])=[CH:28][C:27]=1[Br:38]>C(N(CC)CC)C>[ClH:34].[ClH:34].[NH2:25][C:26]1[C:27]([Br:38])=[CH:28][C:29]([O:30][CH2:31][CH2:32][CH2:33][N:1]2[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([CH2:8][N:9]3[C:15](=[O:16])[CH2:14][C:13]4[CH:17]=[C:18]([O:23][CH3:24])[C:19]([O:21][CH3:22])=[CH:20][C:12]=4[CH2:11][CH2:10]3)[CH2:2]2)=[CH:35][C:36]=1[Br:37]

Participants

4

Reactant 2

HCID 198037373-[(hexahydro-azepin-3-yl)-methyl]-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-oneHCID 198040613-(4-Amino-3,5dibromo-phenoxy)-propyl chloride

Product 1

HCID 679182073-[(N-(3-(4-Amino-3,5-dibromo-phenoxy)-propyl)-hexahydro-azepin-3-yl)-methyl]-7, 8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one-dihydrochloride

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Prepared from 1.2 g (3.6 mmol) of 3-[(hexahydro-azepin-3-yl)methyl]-7,8-dimethoxy-1,3,4, 5-tetrahydro-2H-3-benzazepin-2-one and 1.36 g (3.96 mmol) of 3-(4-amino-3,5-dibromo-phenoxy)-propyl chloride in 5 ml triethylamine analogously to Example 26.

Sources & evidence

ORD record
ord-935386be48c748fc866a409f1adcdce6
Source dataset
uspto-grants-1992_12
Patent number
US05175157

Reaction notes

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