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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403434Generated: October 27, 2026

Diisopropylethylamine → methyl 3-[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(2R)-2-(Methoxymethyl)pyrrolidineHCID 671216—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventDimethyl SulfoxideHCID 679—
Productmethyl 3-[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 7066532881.6%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (600 mg, 2.51 mmol) in DMSO (8 mL) was added DIEA (650 mg, 5.03 mmol), and (2R)-2-(methoxymethyl)pyrrolidine (318 mg, 2.76 mmol). The solution was stirred for 4 h at 75° C. Then the reaction was quenched by the addition of water (50 mL) to give the precipitate, which was collected by filtration to afford methyl 3-[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a gray solid (650 mg, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-ccc45f92d185498784c3dbdb27e96a2c
Source noteuspto-grants-2014_12