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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73360Generated: October 30, 2026

1,2-Dimethoxyethane → 4-[3-Cyano-5-(4-methoxyphenyl)indol-1-yl]benzoic acid ethyl ester

https://huagongshe.com/reaction/73360

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant4-(5-Bromo-3-cyanoindol-1-yl)benzoic acid ethyl esterHCID 25052346—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-[3-Cyano-5-(4-methoxyphenyl)indol-1-yl]benzoic acid ethyl esterHCID 2505234791.3%

Reaction Steps

A mixture of 4-(5-bromo-3-cyanoindol-1-yl)benzoic acid ethyl ester (0.1 g), 4-methoxyphenylboronic acid (0.066 g), potassium carbonate (0.09 g) in a mixed solvent of 1,2-dimethoxyethane (3 mL), ethanol (0.5 mL) and water (0.5 mL) was stirred in the presence of tetrakis(triphenylphosphine) palladium catalyst at 90° C. for 18 hours. This reaction mixture was poured into water, and the precipitated solid was collected by filtration. This solid was washed with water, dried under reduced pressure at 50° C. to give the title compound (0.098 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829040B2
Source datasetuspto-grants-2014_09
ORD IDord-bac9f390241e4de1acaec2641e32f366
Source noteuspto-grants-2014_09