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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403379Generated: October 30, 2026

Pyridine → (S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant(S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 67041797—
SolventDichloromethaneHCID 6344—
Product(S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylateHCID 86670557—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (200 mg, 0.70 mmol) in dichloromethane (30 mL) was added pyridine (220 mg, 2.78 mmol), followed by dropwise addition of Tf2O (393 mg, 1.39 mmol) with stirring at 0° C. The resulting solution was stirred overnight at room temperature and then quenched by the addition of ice-water (50 mL), extracted with dichloromethane (3×10 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to afford (S)-methyl 3-(2-methylpyrrolidin-1-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate as red oil (292 mg, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-98e10ea3dbbd4b8192fcabc87d3957c6
Source noteuspto-grants-2014_12