1,2,3,4-Tetrahydroquinoline → 1-(4-Ethoxy-3-methoxybenzoyl)-2-methyl-4-(1,2,3,4-tetrahydroquinolin-1-yl)-1,2,3,4-tetrahydroquinoline

HRID 585381

Reaction equation

HRID 585381 reaction equation
[CH2:1]([O:3][C:4]1[CH:23]=[CH:22][C:7]([C:8]([N:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13](O)[CH2:12][CH:11]2[CH3:21])=[O:9])=[CH:6][C:5]=1[O:24][CH3:25])[CH3:2].[NH:26]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:29][CH2:28][CH2:27]1>>[CH2:1]([O:3][C:4]1[CH:23]=[CH:22][C:7]([C:8]([N:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]([N:26]3[C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[CH2:29][CH2:28][CH2:27]3)[CH2:12][CH:11]2[CH3:21])=[O:9])=[CH:6][C:5]=1[O:24][CH3:25])[CH3:2]

Participants

3

Reactant 2

HCID 694601,2,3,4-TetrahydroquinolineHCID 223392011-(4-Ethoxy-3-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinol

Product 1

HCID 223393291-(4-Ethoxy-3-methoxybenzoyl)-2-methyl-4-(1,2,3,4-tetrahydroquinolin-1-yl)-1,2,3,4-tetrahydroquinolineYield 36%

Procedure

Starting with 1-(4-ethoxy-3-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinol (600 mg, 1.76 mmol) prepared in Reference Example 19 and 1,2,3,4-tetrahydroquinoline (703 mg, 5.28 mmol), the same procedure as shown in Example 1 was repeated to give the titled compound (288 mg, yield: 36%) as a white crystal. (cis:trans=2:3)

Sources & evidence

ORD record
ord-faf165e5c7da4bdba3244903e829958d
Source dataset
uspto-grants-2005_08
Patent number
US06930104B2

Linked notes

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