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Dimethylamine → [(2-Chloro-6-fluoro-phenyl)-(2-methyl-1H-indol-3-yl)-methyl]-dimethyl-amine

HRID 9053
Notes
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Reaction equation

HRID 9053 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-].[Cl:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:14]=1[CH:15]=[N+:16]([CH3:18])[CH3:17].ClC1C=CC=C(F)C=1C=O.CNC>>[Cl:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:14]=1[CH:15]([N:16]([CH3:18])[CH3:17])[C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C:2]=1[CH3:1]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 674DimethylamineHCID 72242-MethylindoleHCID 678472-Chloro-6-fluorobenzaldehydeHCID 21985312(2-Chloro-6-fluoro-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985351[(2-Chloro-6-fluoro-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-methyl-1H-indole and (2-chloro-6-fluoro-benzylidene)-dimethylammonium chloride, which had been prepared in accordance with example 44 from 2-chloro-6-fluoro-benzaldehyde and dimethylamine.

Sources & evidence

ORD record
ord-f85e5808d5ab42c3a61017baad9dc05f
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07091220B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes