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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420140Generated: October 27, 2026

Dimethylformamide → ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate

https://huagongshe.com/reaction/420140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 1-cyclopropyl-4-hydroxy-1H-indole-6-carboxylateHCID 57930939—
SolventEthyl AcetateHCID 8857—
Productethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylateHCID 6664948198.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred suspension of 14.56 g of ethyl 1-cyclopropyl-4-hydroxy-1H-indole-6-carboxylate and 16.2 g of K2CO3 and 220 ml of DMF was added 7.48 ml of MeI and the mixture was stirred at 60° C. for 3 hrs. The mixture was allowed to cool, diluted with EtOAc, washed with water and saturated brine successively, dried over Na2SO4, then concentrated. The residue was purified on SiO2 column chromatography (n-hexane-EtOAc) to afford 15.15 g of ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093389B2
Source datasetuspto-grants-2012_01
ORD IDord-0eb400ffa6964be08a89773913045090
Source noteuspto-grants-2012_01