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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403499Generated: October 31, 2026

Diisopropylethylamine → (S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-(+)-2-MethylpiperidineHCID 6427443—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventDimethyl SulfoxideHCID 679—
Product(S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7065425266.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (1 g, 4.2 mmol) in DMSO (20 ml) was added (S)-2-methylpiperidine (500 mg, 5.04 mmol) and DIEA (1.09 g, 8.4 mmol). The resulting solution was stirred for 2 hours at 80° C. and then quenched by the addition of water (100 ml). The product was collected by filtration to afford (S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as white solid (840 mg, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-26750f981ba3425bb55cfbdc5ad75bbc
Source noteuspto-grants-2014_12