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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245604Generated: October 29, 2026

Sodium Hydroxide → 6-amino-1H-indole-7-carboxylic acid

https://huagongshe.com/reaction/245604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 6-amino-1H-indole-7-carboxylateHCID 57990185—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product6-amino-1H-indole-7-carboxylic acidHCID 22313880—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 85.2 mg (0.45 mmol) of 6-amino-1H-indole-7-carboxylic acid methyl ester in 4 mL of dioxane and 1 mL of methanol, is added 0.45 mL (0.9 mmol) of an aqueous solution of NaOH 2N. The mixture is stirred over the night at 60° C. A new addition of 0.22 mL (0.45 mmol) of an aqueous solution of NaOH 2N is made and the mixture is stirred again 6 h at 60° C. and then cooled to ambient temperature. After evaporation of all the solvents, a crude yellowish residue is obtained and used directly in the next step; 1H-NMR (MeOD4, 400 MHz): 7.51 (m, 1H), 7.05 (d, 1H), 6.55 (d, 1H), 6.33 (m, 1H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658801B2
Source datasetuspto-grants-2014_02
ORD IDord-f120545c63e744f48ed16a60086fe2ca
Source noteuspto-grants-2014_02