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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211218Generated: October 31, 2026

Ethyl 2-(2-cyanoanilino)acetate → Ethyl 3-amino-1H-indole-2-carboxylate

https://huagongshe.com/reaction/2211218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-(2-cyanoanilino)acetateHCID 2779716—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
SolventAmmonium ChlorideHCID 25517—
ProductEthyl 3-amino-1H-indole-2-carboxylateHCID 732887—

Reaction Steps

To a solution of N-(2-Cyanophenyl)glycine ethyl ester (8.1 g) in THF (125 mL) was added potassium t-butoxide (4.5 g) in one portion with stirring. After 10 min at room temperature the mixture was diluted with saturated ammonium chloride solution and the product was extracted with ether. After drying, over magnesium sulfate the solvent was removed in vacuo and the residue was recrystallized from 80% methanol to afford 3-Amino-2-carboethoxyindole as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05463054
Source datasetuspto-grants-1995_10
ORD IDord-b79ec306670a46739f4729534174e271
Source noteuspto-grants-1995_10