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Dimethylamine → [(5-Bromo-2-fluoro-phenyl)-(1-methyl-1H-indol-3-yl)-methyl]-dimethyl-amine

HRID 9031
Notes
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Reaction equation

HRID 9031 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3]1.[Cl-].[Br:12][C:13]1[CH:14]=[CH:15][C:16]([F:23])=[C:17]([CH:22]=1)[CH:18]=[N+:19]([CH3:21])[CH3:20].BrC1C=CC(F)=C(C=1)C=O.CNC>>[Br:12][C:13]1[CH:14]=[CH:15][C:16]([F:23])=[C:17]([CH:18]([N:19]([CH3:20])[CH3:21])[C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:2]([CH3:1])[CH:3]=2)[CH:22]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 674DimethylamineHCID 117811-MethylindoleHCID 7363275-Bromo-2-fluorobenzaldehydeHCID 21985366(5-Bromo-2-fluoro-benzylidene)-dimethyl-ammonium chloride

Product 1

HCID 21985304[(5-Bromo-2-fluoro-phenyl)-(1-methyl-1H-indol-3-yl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 1-methylindole and (5-bromo-2-fluoro-benzylidene)-dimethyl-ammonium chloride, which had been prepared in accordance with example 24 from 5-bromo-2-fluoro-benzaldehyde and dimethylamine.

Sources & evidence

ORD record
ord-598639165ac04cc8a8c4efb2e52fbbdb
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