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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403534Generated: October 25, 2026

Diisopropylethylamine → (S)-methyl 3-(methyl(1-phenylethyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-(-)-N,alpha-DimethylbenzylamineHCID 2060073—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventDimethyl SulfoxideHCID 679—
Product(S)-methyl 3-(methyl(1-phenylethyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7066510176%

Reaction Conditions

Temperature85 °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 DIEA (244 mg, 1.89 mmol), and (S)—N-methyl-1-phenylethanamine (204 mg, 1.51 mmol) with stirring for 3 h at 85° C. in an oil bath. The reaction was then quenched by the addition of water (50 mL). The product was precipitated via the addition of water and collected by filtration to give (S)-methyl 3-(methyl(1-phenylethyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a gray solid (323 mg, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-3702cf14e452483791e5b55a8a460e36
Source noteuspto-grants-2014_12