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

HRID 618116Notes

Reaction equation

HRID 618116 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].[N+:16]([C:19]1[CH:20]=[CH:21][CH:22]=[C:23]2[C:27]=1[NH:26][CH:25]=[C:24]2[CH:28]=O)([O-:18])=[O:17]>>[N+:16]([C:19]1[CH:20]=[CH:21][CH:22]=[C:23]2[C:27]=1[NH:26][CH:25]=[C:24]2/[CH:28]=[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])([O-:18])=[O:17]

Participants

3

Reactant 2

HCID 143453',4',5'-TrimethoxyacetophenoneHCID 27624387-nitro-1H-indole-3-carbaldehyde

Product 1

HCID 21850259(E)-3-(7-Nitroindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-oneYield 44.2%

Procedure

Substantially the same procedure as in Example 1 was repeated using 3',4',5'-trimethoxyacetophenone (630 mg) and 7-nitroindole-3-carboxaldehyde (552 mg) to give Compound 44 (491 mg).

Sources & evidence

ORD record
ord-a4f5aa8b8b3f4bf0bca0312cecc673f7
Source dataset
uspto-grants-1999_09
Patent number
US05952355

Reaction notes

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