Dimethylamine → [(5-Chloro-1H-indol-3-yl)-o-tolyl-methyl]-dimethyl-amine

HRID 9069

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[Cl-].[CH3:12][C:13]1[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=1[CH:15]=[N+:16]([CH3:18])[CH3:17].CC1C=CC=CC=1C=O.CNC>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:15]([N:16]([CH3:17])[CH3:18])[C:14]1[CH:19]=[CH:20][CH:21]=[CH:22][C:13]=1[CH3:12]

Participants

Reactant 4

HCID 674Dimethylamine

HCID 107222-Methylbenzaldehyde

HCID 871105-Chloroindole

HCID 21985341(2-Methyl-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985327[(5-Chloro-1H-indol-3-yl)-o-tolyl-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 5-chloro-1H-indole and (2-methyl-benzylidene)-dimethylammonium chloride, which had been prepared in accordance with example 44 from 2-methyl-benzaldehyde and dimethylamine.

Sources & evidence

ORD record: ord-2d8fffeb348e41d1964f1f9400476c80
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Linked notes

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