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Dimethylamine → [(2-Chloro-6-fluoro-phenyl)-(4-nitro-1H-indol-3-yl)-methyl]-dimethyl-amine

HRID 9034
Notes
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Reaction equation

HRID 9034 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2)([O-:3])=[O:2].[Cl-].[Cl:14][C:15]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[C:16]=1[CH:17]=[N+:18]([CH3:20])[CH3:19].ClC1C=CC=C(F)C=1C=O.CNC>>[Cl:14][C:15]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[C:16]=1[CH:17]([N:18]([CH3:20])[CH3:19])[C:6]1[C:5]2[C:9](=[CH:10][CH:11]=[CH:12][C:4]=2[N+:1]([O-:3])=[O:2])[NH:8][CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 674DimethylamineHCID 678472-Chloro-6-fluorobenzaldehydeHCID 1457664-Nitro-1H-indoleHCID 21985312(2-Chloro-6-fluoro-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985280[(2-Chloro-6-fluoro-phenyl)-(4-nitro-1H-indol-3-yl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 4-nitroindole and (2-chloro-6-fluoro-benzylidene)-dimethyl-ammonium chloride, which had been prepared in accordance with example 24 from 2-chloro-6-fluoro-benzaldehyde and dimethylamine.

Sources & evidence

ORD record
ord-2e7fd6d13f8044488ab16986845c5eb8
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