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Ethyl indole-2-carboxylate → 3-(Dimethylaminophenylmethyl)-1H-indole-2-carboxylic Acid Ethyl Ester

HRID 8981
Notes
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Reaction equation

HRID 8981 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])[CH3:2].[Cl-].[CH:16](=[N+:23]([CH3:25])[CH3:24])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([C:14]=1[CH:16]([N:23]([CH3:25])[CH3:24])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 73125Ethyl indole-2-carboxylateHCID 11073839Methanaminium, N-methyl-N-(phenylmethylene)-, chloride

Product 1

HCID 98802053-(Dimethylaminophenylmethyl)-1H-indole-2-carboxylic Acid Ethyl Ester

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 1H-indole-2-carboxylic acid ethyl ester and benzylidene-dimethyl-ammonium chloride. For characterization, an ESI-MS was recorded:

Sources & evidence

ORD record
ord-72da6cfad289430d96716ceae4346d94
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