Indole-2-carboxylic acid → 3-(Dimethylaminophenylmethyl)-1H-indole-2-carboxylic Acid

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([OH:12])=[O:11].[Cl-].[CH:14](=[N+:21]([CH3:23])[CH3:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH3:22][N:21]([CH:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][C:2]=1[C:10]([OH:12])=[O:11])[CH3:23]

Participants

Reactant 2

HCID 72899Indole-2-carboxylic acid

HCID 11073839Methanaminium, N-methyl-N-(phenylmethylene)-, chloride

Product 1

HCID 98146413-(Dimethylaminophenylmethyl)-1H-indole-2-carboxylic Acid

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 1H-indole-2-carboxylic acid and benzylidene-dimethyl-ammonium chloride, which had been prepared in accordance with example 1.

Workup

customhad been prepared in accordance with example 1

Sources & evidence

ORD record: ord-4c19ce5b2ab74400bfa9da1319b50e23
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Reaction notes

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