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

HRID 618110
Notes
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Reaction equation

HRID 618110 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].[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[C:20]2[CH:26]=O>>[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[C:20]2/[CH:26]=[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]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 143453',4',5'-TrimethoxyacetophenoneHCID 27953745-chloro-1H-indole-3-carbaldehyde

Product 1

HCID 21850238(E)-3-(5-Chloroindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-oneYield 79.2%

Procedure

Substantially the same procedure as in Example 12 was repeated using 3',4',5'-trimethoxyacetophenone (2.1 g) and 5-chloroindole-3-carboxaldehyde (1.8 g) to give Compound 30 (2.94 g).

Sources & evidence

ORD record
ord-fcfa961ab524424e9532548308ce783f
Source dataset
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05952355

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes