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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403437Generated: October 27, 2026

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

https://huagongshe.com/reaction/1403437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Butanamine, (S)-HCID 6713753—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventDimethyl SulfoxideHCID 679—
Product(S)-methyl 3-(sec-butylamino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7066496565%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (200 mg, 0.84 mmol) in DMSO (2 mL) was added (S)-butan-2-amine (93 mg, 1.27 mmol) and DIEA (163 mg, 1.26 mmol). The resulting solution was stirred for 3 hours at 70° C. and then quenched by the addition of water (10 mL). The solids were collected by filtration to afford (S)-methyl 3-(sec-butylamino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as light yellow solid (150 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-a19f2b6c8e2544dd9b5b419c56a2b607
Source noteuspto-grants-2014_12