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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403541Generated: October 30, 2026

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

https://huagongshe.com/reaction/1403541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant(S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 70654252—
SolventDichloromethaneHCID 6344—
Product(S)-methyl 3-(2-methylpiperidin-1-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylateHCID 86670568—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (165 mg, 0.55 mmol) in dichloromethane (40 mL) was added pyridine (231 mg, 2.92 mmol) followed by the addition of Tf2O (412 mg, 1.46 mmol) dropwise with stirring at 0° C. The resulting solution was stirred overnight at room temperature and then washed with water (3×50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to afford (S)-methyl 3-(2-methylpiperidin-1-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate as red oil (240 mg, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-17b832d7a8eb4d18a7026462cb43fccb
Source noteuspto-grants-2014_12