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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600630Generated: October 30, 2026

Ethyl 3-(3-fluoro-2-methylphenyl)-2-azidopropenoate → ethyl 5-fluoro-4-methyl-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1600630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-(3-fluoro-2-methylphenyl)-2-azidopropenoateHCID 54359158—
SolventO-XyleneHCID 7237—
Productethyl 5-fluoro-4-methyl-1H-indole-2-carboxylateHCID 2171429940.4%

Reaction Steps

A solution of ethyl 3-(3-fluoro-2-methylphenyl)-2-azidopropenoate (10.0 g, 40.1 mmol) in o-xylene (100 ml) was slowly added dropwise in o-xylene (500 ml) at a temperature of 110° C. under stirring. The mixture was stirred at 120-122° C. for 5 hours and the solvent was distilled off under reduced pressure. The residue obtained was recrystallized from isopropyl-alcohol (60 ml) to give 3.58 g of ethyl 5-fluoro-4-methyl-1H-indole-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977100
Source datasetuspto-grants-1999_11
ORD IDord-78a090b1590947f69b9bb3df79e81a51
Source noteuspto-grants-1999_11