3',4',5'-Trimethoxyacetophenone → (E)-3-(7-Methoxyindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-one

HRID 618117Notes

Reaction equation

HRID 618117 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13](=[O:15])[CH3:14])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:16][O:17][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:26]=1[NH:25][CH:24]=[C:23]2[CH:27]=O>>[CH3:16][O:17][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:26]=1[NH:25][CH:24]=[C:23]2/[CH:27]=[CH:14]/[C:13]([C:5]1[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:15]

Participants

3

Reactant 2

HCID 143453',4',5'-TrimethoxyacetophenoneHCID 41412187-Methoxy-3-indolecarboxaldehyde

Product 1

HCID 21850268(E)-3-(7-Methoxyindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-oneYield 48.3%

Procedure

Substantially the same procedure as in Example 39 was repeated using 3',4',5'-trimethoxyacetophenone (1.74 g) and 7-methoxyindole-3-carboxaldehyde (1.45 g) to give Compound 46 (1.47 g).

Sources & evidence

ORD record
ord-8a91c4d059e34217b702efa267acaf87
Source dataset
uspto-grants-1999_09
Patent number
US05952355

Reaction notes

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