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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403621Generated: October 29, 2026

Diisopropylethylamine → (S)-methyl 7-methoxy-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-methylpyrrolidine hydrochlorideHCID 215859—
ReactantMethyl 3-chloro-7-methoxy-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 70665121—
SolventDimethyl SulfoxideHCID 679—
Product(S)-methyl 7-methoxy-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7066533071%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of methyl 3-chloro-7-methoxy-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (1.2 g, 4.47 mmol) in DMSO (20 ml) was added DIEA (1.16 g, 8.98 mmol) and methylpyrrolidine hydrochloride (650 mg, 5.35 mmol), and the reaction was stirred at 85° C. overnight. The reaction mixture was cooled to room temperature. The product was precipitated by the addition water, and the solids were collected by filtration to afford (S)-methyl 7-methoxy-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a light yellow solid (1.0 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-c86bb5458d7e407d9962c258d419fd8d
Source noteuspto-grants-2014_12