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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403503Generated: November 3, 2026

Diisopropylethylamine → Methyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-methylcyclopropanamine hydrochlorideHCID 18546974—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductMethyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7065424491%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (750 mg, 3.14 mmol) in DMSO (5 ml) was added DIEA (812.7 mg, 6.29 mmol), N-methylcyclopropanamine hydrochloride (450 mg, 4.18 mmol) with stirring for 3 h at 75° C. in an oil bath. The resulting solution was diluted with water (200 ml), and the product was collected by filtration to give methyl 3-[cyclopropyl(methyl)amino]-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a solid (780 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-06036d76f340475c963ef8d2a823aa5c
Source noteuspto-grants-2014_12