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

HRID 9062

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[NH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:5]=[CH:6][C:7]=1[F:8].[Cl-].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:28]=[CH:29][C:30]=1[O:31][CH3:32])[CH:24]=[N+:25]([CH3:27])[CH3:26].COC1C=C(C=CC=1OC)C=O.CNC>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:24]([N:25]([CH3:27])[CH3:26])[C:23]2[CH:28]=[CH:29][C:30]([O:31][CH3:32])=[C:21]([O:20][CH3:19])[CH:22]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

Reactant 4

HCID 674Dimethylamine

HCID 8419Veratraldehyde

HCID 27365772-(3-Chloro-4-fluorophenyl)indole

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

Product 1

HCID 69377412[[2-(3-Chloro-4-fluoro-phenyl)-1H-indol-3-yl]-(3,4-dimethoxy-phenyl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 2-(3-chloro-4-fluoro-phenyl)-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-8fb4a0784c5e46a29b0b5a6f2dcabd3f
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Linked notes

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