Dimethylamine → Dimethyl-[(2-methyl-1H-indol-3-yl)-o-tolyl-methyl]-amine

HRID 9066

Reaction equation

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

Participants

Reactant 4

HCID 674Dimethylamine

HCID 72242-Methylindole

HCID 107222-Methylbenzaldehyde

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

Product 1

HCID 21985289Dimethyl-[(2-methyl-1H-indol-3-yl)-o-tolyl-methyl]-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 2-methyl-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-d2e25ad230874e0884226fde176b5733
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Linked notes

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