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

HRID 864419Notes

Reaction equation

HRID 864419 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-351f068d2c5e4e2981f62b7c7d8a2302
Source dataset
uspto-grants-1996_10
Patent number
US05563142

Reaction notes

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