Dimethylamine → [(4-tert-Butyl-phenyl)-(2-methyl-1H-indol-3-yl)-methyl]-dimethyl-amine

HRID 9040

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-].[C:12]([C:16]1[CH:25]=[CH:24][C:19]([CH:20]=[N+:21]([CH3:23])[CH3:22])=[CH:18][CH:17]=1)([CH3:15])([CH3:14])[CH3:13].C(C1C=CC(C=O)=CC=1)(C)(C)C.CNC>>[C:12]([C:16]1[CH:17]=[CH:18][C:19]([CH:20]([N:21]([CH3:23])[CH3:22])[C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[NH:3][C:2]=2[CH3:1])=[CH:24][CH:25]=1)([CH3:15])([CH3:13])[CH3:14]

Participants

Reactant 4

HCID 674Dimethylamine

HCID 72242-Methylindole

HCID 703244-tert-Butylbenzaldehyde

HCID 21985368(4-Tert-butyl-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985325[(4-tert-Butyl-phenyl)-(2-methyl-1H-indol-3-yl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 2-methylindole and (4-tert-butyl-benzylidene)-dimethyl-ammonium chloride, which had been prepared in accordance with example 24 from 4-tert-butyl-benzaldehyde and dimethylamine.

Sources & evidence

ORD record: ord-9713eb6bb86a4e5b8e91f5c6e222090d
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Linked notes

Loading…