2-(4-Bromo-3,5-dimethoxyphenyl)furan → 1-(5-(4-Bromo-3,5-dimethoxyphenyl)furan-2-yl)-2-(4-((dimethylamino)methyl)phenyl)-2-methoxyethanone

HRID 56568Notes

Reaction equation

HRID 56568 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)=[CH:4][C:3]=1[O:15][CH3:16].[CH3:17][N:18]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([O:34][CH3:35])[C:28](N(OC)C)=[O:29])=[CH:23][CH:22]=1)[CH3:19]>>[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[O:11][C:12]([C:28](=[O:29])[CH:27]([C:24]3[CH:25]=[CH:26][C:21]([CH2:20][N:18]([CH3:19])[CH3:17])=[CH:22][CH:23]=3)[O:34][CH3:35])=[CH:13][CH:14]=2)=[CH:4][C:3]=1[O:15][CH3:16]

Participants

3

Reactant 2

HCID 584319882-(4-Bromo-3,5-dimethoxyphenyl)furanHCID 584320612-(4-((dimethylamino)methyl)phenyl)-N,2-dimethoxy-N-methylacetamide

Product 1

HCID 584321051-(5-(4-Bromo-3,5-dimethoxyphenyl)furan-2-yl)-2-(4-((dimethylamino)methyl)phenyl)-2-methoxyethanone

Procedure

1-(5-(4-Bromo-3,5-dimethoxyphenyl)furan-2-yl)-2-(4-((dimethylamino)methyl)phenyl)-2-methoxyethanone was prepared from 2-(4-bromo-3,5-dimethoxyphenyl)furan and 2-(4-((dimethylamino)methyl)phenyl)-N,2-dimethoxy-N-methylacetamide according to the procedure used in Example 30. Purification by chromatography (4% MeOH/CH2Cl2) gave the product as a pale yellow oil (0.004 g, 1% yield). MS: ink 488.3 [M+H]+.

Workup

  1. customPurification by chromatography (4% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-35e3bd28dd4746e19e09cf522da5ed4b
Source dataset
uspto-grants-2016_09
Patent number
US09434707B2

Reaction notes

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