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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403342Generated: November 1, 2026

Ethyl Acetate → Methyl 2-(5-chlorobenzofuran-2-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(5-Chloro-1-benzofuran-2-yl)boronic acidHCID 18476279—
ReactantEthyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 86670227—
CatalystWaterHCID 962—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 2-(5-chlorobenzofuran-2-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 7066486978%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5-chlorobenzofuran-2-ylboronic acid (281 mg, 1.43 mmol) in dioxane (6 mL) was added ethyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (140 mg, 0.48 mmol), K3PO4 (303 mg, 1.44 mmol), Pd(PPh3)4 (27.5 mg, 0.02 mmol) and water (3 drops) with stirring for 3 h at 90° C. in an oil bath maintained with an inert atmosphere of nitrogen. The reaction mixture was concentrated under vacuum to give a residue, which was applied onto a silica gel column with 1% ethyl acetate in petroleum ether to afford methyl 2-(5-chlorobenzofuran-2-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate as a light yellow solid (152 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-2a92939909b04a559918a19269848dc0
Source noteuspto-grants-2014_12