Dimethylamine → [(5-Bromo-2-fluoro-phenyl)-(4-nitro-1H-indol-3-yl)-methyl]-dimethyl-amine

HRID 9030

Reaction equation

HRID 9030 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-].[Br:14][C:15]1[CH:16]=[CH:17][C:18]([F:25])=[C:19]([CH:24]=1)[CH:20]=[N+:21]([CH3:23])[CH3:22].BrC1C=CC(F)=C(C=1)C=O.CNC>>[Br:14][C:15]1[CH:16]=[CH:17][C:18]([F:25])=[C:19]([CH:20]([N:21]([CH3:22])[CH3:23])[C:6]2[C:5]3[C:9](=[CH:10][CH:11]=[CH:12][C:4]=3[N+:1]([O-:3])=[O:2])[NH:8][CH:7]=2)[CH:24]=1

Participants

5

Reactant 4

HCID 674DimethylamineHCID 1457664-Nitro-1H-indoleHCID 7363275-Bromo-2-fluorobenzaldehydeHCID 21985366(5-Bromo-2-fluoro-benzylidene)-dimethyl-ammonium chloride

Product 1

HCID 21985281[(5-Bromo-2-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 (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-07c36c5d800843d9967723d5d67b4e5f
Source dataset
uspto-grants-2006_08
Patent number
US07091220B2

Linked notes

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