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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258228Generated: October 25, 2026

Potassium Phosphate, Tribasic → 2-(3-Cyanoindol-1-yl)isonicotinic acid ethyl ester

https://huagongshe.com/reaction/1258228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3-CyanoindoleHCID 230282—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
ReactantEthyl 2-bromoisonicotinateHCID 3847769—
CatalystCopper iodideHCID 83717—
SolventTolueneHCID 1140—
Product2-(3-Cyanoindol-1-yl)isonicotinic acid ethyl esterHCID 5843731130.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 1H-indole-3-carbonitrile (0.1 g), 2-bromoisonicotinic acid ethyl ester (0.16 g), potassium phosphate (0.27 g), (1R,2R)-(−)-N,N′-dimethylcyclohexane-1,2-diamine (0.017 g), copper iodide (0.006 g) and toluene (0.7 mL) was stirred at 110° C. for 38 hours. The insoluble material was removed by filtration, and this filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=10/90 to 66/34) to give the title compound (0.061 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466152B2
Source datasetuspto-grants-2013_06
ORD IDord-89d5616bbad54741beea848460d42c42
Source noteuspto-grants-2013_06