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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420146Generated: October 30, 2026

Chlorosuccinimide → ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate

https://huagongshe.com/reaction/420146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactantethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylateHCID 66649481—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Productethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylateHCID 6664955270.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 1.29 g of ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate in 13 ml of THF was added 801 mg of N-chlorosuccinimide and the mixture was stirred at 60° C. for 2 hrs. After diluted with EtOAc, the mixture was washed successively with water and saturated brine, dried over Na2SO4, and concentrated. The residue was purified on SiO2 column chromatography to afford 1.03 g of ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093389B2
Source datasetuspto-grants-2012_01
ORD IDord-df492794a6df4779bd733cdb7b24cbad
Source noteuspto-grants-2012_01