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

HRID 9060
Notes
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Reaction equation

HRID 9060 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3]1.[Cl-].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[O:24][CH3:25])[CH:17]=[N+:18]([CH3:20])[CH3:19].COC1C=C(C=CC=1OC)C=O.CNC>>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:17]([N:18]([CH3:20])[CH3:19])[C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:2]([CH3:1])[CH:3]=2)[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 674DimethylamineHCID 8419VeratraldehydeHCID 117811-MethylindoleHCID 21985355(3,4-Dimethoxy-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985287[(3,4-Dimethoxy-phenyl)-(1-methyl-1H-indol-3-yl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 1-methyl-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-0154d7bb83be47f2abfe9ae53b6686d5
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