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

HRID 9044

Reaction equation

[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.[Cl-].[Cl:12][C:13]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:14]=1[CH:15]=[N+:16]([CH3:18])[CH3:17].ClC1C=C(F)C=CC=1C=O.CNC>>[Cl:12][C:13]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:14]=1[CH:15]([N:16]([CH3:18])[CH3:17])[C:4]1[C:3]2[C:7](=[CH:8][CH:9]=[CH:10][C:2]=2[CH3:1])[NH:6][CH:5]=1

Participants

Reactant 4

HCID 674Dimethylamine

HCID 852824-Methylindole

HCID 1450242-Chloro-4-fluorobenzaldehyde

HCID 21985315(2-Chloro-4-fluoro-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985339[(2-Chloro-4-fluoro-phenyl)-(4-methyl-1H-indol-3-yl)-methyl]-dimethyl-amine

Procedure

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

Sources & evidence

ORD record: ord-9c25bc003cb249c8bfbc584f2f7916cd
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Linked notes

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