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

HRID 9080

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[Cl-].[F:12][C:13]([F:25])([F:24])[C:14]1[CH:23]=[CH:22][CH:21]=[CH:20][C:15]=1[CH:16]=[N+:17]([CH3:19])[CH3:18].FC(F)(F)C1C=CC=CC=1C=O.CNC>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:16]([N:17]([CH3:19])[CH3:18])[C:15]1[CH:20]=[CH:21][CH:22]=[CH:23][C:14]=1[C:13]([F:12])([F:24])[F:25]

Participants

Reactant 4

HCID 674Dimethylamine

HCID 871105-Chloroindole

HCID 123067o-(Trifluoromethyl)benzaldehyde

HCID 21985293(2-Trifluoromethyl-benzylidene)-dimethylammonium chloride

Product 1

HCID 21985295[(5-Chloro-1H-indol-3-yl)-(2-trifluoromethyl-phenyl)-methyl]-dimethyl-amine

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 5-chloro-1H-indole and (2-trifluoromethyl-benzylidene)-dimethylammonium chloride, which had been prepared in accordance with example 44 from 2-trifluoromethyl-benzaldehyde and dimethylamine.

Sources & evidence

ORD record: ord-dc4ce530f30448019d635106dfd1829c
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Linked notes

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