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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403471Generated: October 30, 2026

Sodium Carbonate → Methyl 3-(isopropyl(methyl)amino)-2-(4-phenylfuran-2-yl)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4,4,5,5-Tetramethyl-2-(5-phenylfuran-3-yl)-1,3,2-dioxaborolaneHCID 70664985—
ReactantMethyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 86667203—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-(isopropyl(methyl)amino)-2-(4-phenylfuran-2-yl)quinoxaline-6-carboxylateHCID 6017172968.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of methyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (150 mg, 0.51 mmol) in dioxane (5 mL) was added 4,4,5,5-tetramethyl-2-(5-phenylfuran-3-yl)-1,3,2-dioxaborolane (276 mg, 1.02 mmol), Na2CO3 (54 mg, 0.51 mmol), Pd(PPh3)4 (30 mg, 0.03 mmol). The resulting solution was stirred for 1 h at 90° C. and then concentrated in vacuo to give a residue, which was purified by silica gel column chromatography (3.3% ethyl acetate in petroleum ether) to afford methyl 3-(isopropyl(methyl)amino)-2-(4-phenylfuran-2-yl)quinoxaline-6-carboxylate as a red solid (140 mg, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-160af99f166a4103914bdd5e84988ab9
Source noteuspto-grants-2014_12