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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403425Generated: October 27, 2026

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

https://huagongshe.com/reaction/1403425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-methylcyclopropanamine hydrochlorideHCID 18546974—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7065424486.3%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (300 mg, 1.26 mmol) in DMSO (2 mL), was added N-methylcyclopropanamine hydrochloride (175 mg, 1.63 mmol) and DIEA (325 mg, 2.52 mmol) with stirring for 2 h at 75° C. in an oil bath. Then the reaction was quenched by the addition of water (10 mL) to give the precipitate, which was collected by filtration to afford methyl 3-[cyclopropyl(methyl)amino]-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as an off-white solid (297 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-e0c1929c12804ddbb92ec2671bafe67b
Source noteuspto-grants-2014_12