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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403460Generated: November 1, 2026

Potassium Carbonate → methyl 3-[methyl(propan-2-yl)amino]-2-(2-methyl-1H-indol-5-yl)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleHCID 70664644—
ReactantMethyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 86667203—
CatalystWaterHCID 962—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Productmethyl 3-[methyl(propan-2-yl)amino]-2-(2-methyl-1H-indol-5-yl)quinoxaline-6-carboxylateHCID 7065427068.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of methyl 2-chloro-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylate (200 mg, 0.68 mmol) in DME (5.0 mL) and water (2 drops) was added 2-methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (352 mg, 1.37 mmol), Pd(PPh3)4 (39 mg, 0.03 mmol), and K2CO3 (189 mg, 1.37 mmol) with stirring for 1 hour at 90° C. under atmosphere of nitrogen. The resulting mixture was concentrated in vacuo to give a residue, which was purified by silica gel column chromatography (1% ethyl acetate in petroleum ether) to give methyl 3-[methyl(propan-2-yl)amino]-2-(2-methyl-1H-indol-5-yl)quinoxaline-6-carboxylate as a light yellow solid (180 mg, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-9871a7c4c9794fe6aab6aaa6b6bb20be
Source noteuspto-grants-2014_12