HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Methyl 3-(cyclopropyl(methyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | Methyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate | HCID 70654244 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-(cyclopropyl(methyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate | HCID 86670226 | — |
Reaction Steps
To a solution of methyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (240 mg, 0.88 mmol) in DCM (50 mL) was added pyridine (280 mg, 3.54 mmol) and Tf2O (496 mg, 1.76 mmol). The resulting solution was stirred 3 h at room temperature and then dissolved in water/ice (100 mL), extracted with dichloromethane (3×20 mL), dried over anhydrous magnesium sulfate and concentrated under vacuum to afford methyl 3-(cyclopropyl(methyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate as a red oil (300 mg, crude), which was used to the next step directly.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912188B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-068ea388c7e2416cb737f15fea9b9a9e |
| Source note | uspto-grants-2014_12 |