Dimethylamine → [(3,4-Dimethoxy-phenyl)-(7-ethyl-1H-indol-3-yl)-methyl]-dimethyl-amine

HRID 9059

Reaction equation

[CH2:1]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][CH:9]=[CH:8]2)[CH3:2].[Cl-].[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH:18]=[N+:19]([CH3:21])[CH3:20].COC1C=C(C=CC=1OC)C=O.CNC>>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:18]([N:19]([CH3:21])[CH3:20])[C:8]2[C:7]3[C:11](=[C:3]([CH2:1][CH3:2])[CH:4]=[CH:5][CH:6]=3)[NH:10][CH:9]=2)[CH:22]=[CH:23][C:24]=1[O:25][CH3:26]

Participants

Reactant 4

HCID 674Dimethylamine

HCID 8419Veratraldehyde

HCID 27247117-Ethylindole

HCID 21985355(3,4-Dimethoxy-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985285[(3,4-Dimethoxy-phenyl)-(7-ethyl-1H-indol-3-yl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 7-ethyl-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-e111e89002764368b426e6c6cee9123f
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Linked notes

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