2,3,4,5-tetrahydro-1H-1-benzazepine → 1-(3,4-Dimethoxybenzoyl)-2-methyl-4-(2,3,4,5-tetrahydro-1H-benzazepin-1-yl)-1,2,3,4-tetrahydroquinoline

HRID 585369Notes

Reaction equation

HRID 585369 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:6]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@H:11](O)[CH2:10][C@@H:9]1[CH3:19])=[O:7].[NH:25]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[CH2:29][CH2:28][CH2:27][CH2:26]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:6]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]([N:25]2[C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=3[CH2:29][CH2:28][CH2:27][CH2:26]2)[CH2:10][CH:9]1[CH3:19])=[O:7]

Participants

3

Reactant 2

HCID 5765032,3,4,5-tetrahydro-1H-1-benzazepineHCID 69774154cis-1-(3,4-Dimethoxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinol

Product 1

HCID 102046341-(3,4-Dimethoxybenzoyl)-2-methyl-4-(2,3,4,5-tetrahydro-1H-benzazepin-1-yl)-1,2,3,4-tetrahydroquinolineYield 9%

Procedure

Starting with cis-1-(3,4-dimethoxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinol (280 mg, 0.82 mmol) prepared in Reference Example 1 and 2,3,4,5-tetrahydro-1H-1-benzazepine (362 mg, 2.46 mmol), the same procedure as shown in Example 1 was repeated to give the titled compound (32 mg, yield: 9%) as a colorless oil. (cis:trans=1:1.5)

Sources & evidence

ORD record
ord-2d3017350b7247ffa5bc337a23dfcc8a
Source dataset
uspto-grants-2005_08
Patent number
US06930104B2

Reaction notes

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