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Dimethylamine → [(3,4-Dimethoxy-phenyl)-(1-ethyl-2-phenyl-1H-indol-3-yl)-methyl]-dimethyl-amine

HRID 9058
Notes
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Reaction equation

HRID 9058 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:2].[Cl-].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:28]=[CH:29][C:30]=1[O:31][CH3:32])[CH:24]=[N+:25]([CH3:27])[CH3:26].COC1C=C(C=CC=1OC)C=O.CNC>>[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:24]([N:25]([CH3:27])[CH3:26])[C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[N:3]([CH2:1][CH3:2])[C:4]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:28]=[CH:29][C:30]=1[O:31][CH3:32]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 674DimethylamineHCID 8419VeratraldehydeHCID 832481-ethyl-2-phenyl-1H-indoleHCID 21985355(3,4-Dimethoxy-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985343[(3,4-Dimethoxy-phenyl)-(1-ethyl-2-phenyl-1H-indol-3-yl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 1-ethyl-2-phenyl-1H-indole and (3,4-dimethoxy-benzylidene)-dimethylammonium chloride, which had been prepared in accordance with example 44 from 3,4-dimethoxy-benzaldehyde and dimethylamine.

Sources & evidence

ORD record
ord-8a5d2aadeeab4a9e83db1bfb5536dadd
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07091220B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes