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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026618Generated: November 2, 2026

Ethyl Acetate → HCID 67107011, compound

https://huagongshe.com/reaction/1026618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant5-Indolylboronic acidHCID 2734361—
ReactantMethyl 2-chloropyridine-4-carboxylateHCID 2736842—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 67107011HCID 6710701125%

Reaction Steps

2-Chloroisonicotinic acid methyl ester (1.22 g, 7.11 mmol), 1H-indole-5-boronic acid (1.15 g, 7.13 mmol), 2M-aqueous sodium carbonate solution (10 mL, 20 mmol) and tetrakis(triphenylphosphine)palladium (0.41 g, 0.35 mmol) were dissolved in toluene (140 mL), and stirred for 12 h under reflux. After completion of the reaction, ethyl acetate (200 mL) was added, and washed with aqueous sodium chloride solution. The organic layer was separated, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and purified by column chromatography to give the title compound (440 mg, 1.74 mmol, 25% Yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729273B2
Source datasetuspto-grants-2014_05
ORD IDord-1355a1dc849a4e0c8d43fc4122e982ab
Source noteuspto-grants-2014_05