Potassium Hydroxide → 6-(dimethylamino)-1H-indole-2-carboxylic acid

HRID 2395773Notes

Reaction equation

HRID 2395773 reaction equation
[CH3:1][N:2]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[C:9]([C:13]([O:15]C)=[O:14])[NH:10]2)=[CH:6][CH:5]=1)[CH3:3].[OH-].[K+]>>[CH3:3][N:2]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[C:9]([C:13]([OH:15])=[O:14])[NH:10]2)=[CH:6][CH:5]=1)[CH3:1]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 4715276methyl 6-(dimethylamino)-1H-indole-2-carboxylate

Product 1

HCID 51599086-(dimethylamino)-1H-indole-2-carboxylic acid

Procedure

Following the general procedure of PREPARATION 63 and making non-critical variations but starting with methyl 6-(N,N-dimethylamino)indole-2-carboxylate (PREPARATION 88, 0.80 g), potassium hydroxide (0.25 g), the title compound is obtained, NMR (300 MHz, CD3OD) 7.62, 7.13, 7.11, 7.01, and 3.11 δ.

Workup

  1. customthe general procedure of PREPARATION 63

Sources & evidence

ORD record
ord-2a2183cb021549fb8816cb1dc407b928
Source dataset
uspto-grants-1996_02
Patent number
US05489593

Reaction notes

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