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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092818Generated: October 31, 2026

Trifluoroacetic anhydride → 4-Cyano-2-(1-ethyl-1H-pyrazol-4-yl)-3-(methoxycarbonyl)pyridine 1-oxide

https://huagongshe.com/reaction/2092818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantCarbamide PeroxideHCID 31294—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-cyano-2-(1-ethyl-1H-pyrazol-4-yl)nicotinateHCID 58317527—
SolventChloroformHCID 6212—
SolventAcetonitrileHCID 6342—
Product4-Cyano-2-(1-ethyl-1H-pyrazol-4-yl)-3-(methoxycarbonyl)pyridine 1-oxideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440689B2
Source datasetuspto-grants-2013_05
ORD IDord-3536ec64eeda4996bb0a99a520fb0f43
Source noteuspto-grants-2013_05