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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403452Generated: November 2, 2026

Diisopropylethylamine → (R)-methyl 3-(sec-butylamino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-sec-butylamineHCID 2724537—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventDimethyl SulfoxideHCID 679—
Product(R)-methyl 3-(sec-butylamino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7066473175%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (0.5 g, 2.1 mmol) in DMSO (10 mL) was added (R)-butan-2-amine (570 mg, 7.79 mmol) and DIEA (850 mg, 6.58 mmol). The resulting solution was stirred for 4 hours at 70° C. and then quenched by the addition of water (50 mL). The solids were collected by filtration to afford (R)-methyl 3-(sec-butylamino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a white solid (425 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-c8bd401d8de24ae88fd3f1d4cfbacc65
Source noteuspto-grants-2014_12