HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic anhydride → 4-Cyano-2-(1-ethyl-1H-pyrazol-4-yl)-3-(methoxycarbonyl)pyridine 1-oxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | Carbamide Peroxide | HCID 31294 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 4-cyano-2-(1-ethyl-1H-pyrazol-4-yl)nicotinate | HCID 58317527 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Cyano-2-(1-ethyl-1H-pyrazol-4-yl)-3-(methoxycarbonyl)pyridine 1-oxide | HCID 67238526 | — |
Reaction Steps
To a mixture of methyl 4-cyano-2-(1-ethyl-1H-pyrazol-4-yl)nicotinate (207 mg, 0.808 mmol) in ACN (2 mL) was added urea hydrogen peroxide (380 mg, 4.04 mmol) and trifluoroacetic anhydride (0.456 mL, 3.23 mmol) at 0° C. The resulting mixture was stirred at RT overnight. Next, saturated aq NaHCO3 solution and chloroform were added. The aqueous phase was extracted with chloroform (3×200 mL). The organic layers were combined and washed with brine, dried over MgSO4, and evaporated to give the title compound which was used without further purification (210 mg, 95%). [M+H] calc'd for C13H12N4O3, 273.5. found, 273.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440689B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-3536ec64eeda4996bb0a99a520fb0f43 |
| Source note | uspto-grants-2013_05 |