1,2,3,4-Tetrahydroquinoline → HCID 22339304, compound

HRID 585380Notes

Reaction equation

HRID 585380 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:21]=[CH:22][C:23]=1[O:24][CH2:25][CH3:26])[C:7]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12](O)[CH2:11][CH:10]1[CH3:20])=[O:8])[CH3:2].[NH:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][CH2:29][CH2:28]1>>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:21]=[CH:22][C:23]=1[O:24][CH2:25][CH3:26])[C:7]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]([N:27]2[C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:30][CH2:29][CH2:28]2)[CH2:11][CH:10]1[CH3:20])=[O:8])[CH3:2]

Participants

3

Reactant 2

HCID 694601,2,3,4-TetrahydroquinolineHCID 22339205HCID 22339205, compound

Product 1

HCID 22339304HCID 22339304, compoundYield 34%

Procedure

Starting with 1-(3,4-diethoxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinol (600 mg, 1.70 mmol) prepared in Reference Example 20 and 1,2,3,4-tetrahydroquinoline (679 mg, 5.23 mmol), the same procedure as shown in Example 1 was repeated to give the titled compound (267 mg, yield: 34%) as a white crystal. (cis:trans=1:1.4)

Sources & evidence

ORD record
ord-4033721ba14f4c5aab84b76a9fa05c12
Source dataset
uspto-grants-2005_08
Patent number
US06930104B2

Reaction notes

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