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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1067805Generated: November 2, 2026

Tetrahydrofuran → Ethyl 4-amino-1-methyl-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1067805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 13401551HCID 13401551—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductEthyl 4-amino-1-methyl-1H-indole-2-carboxylateHCID 1340155499.6%

Reaction Steps

In a solvent mixture of 50 ml of tetrahydrofuran and 50 ml of methanol was dissolved 1.37 g (5.52 mmol) of ethyl 1-methyl-4-nitro-2-indolecarboxylate. Thereafter 0.30 g of 10% palladium/carbon was added to the solution and catalytic hydrogenation was then conducted at ambient temperature under normal pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 1.2 g (>99%) of ethyl 4-amino-1-methyl-2-indolecarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248772B1
Source datasetuspto-grants-2001_06
ORD IDord-6bfbbe7417764b8096307d70895db86f
Source noteuspto-grants-2001_06