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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880668Generated: October 31, 2026

Water → HCID 178426042, compound

https://huagongshe.com/reaction/1880668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant6-Methyl-4-trifluoromethylpyridine-2-carboxamideHCID 86647332—
ProductHCID 178426042HCID 178426042—

Reaction Steps

To 3 ml of tetrahydrofuran were added 0.74 g of 6-methyl-4-trifluoromethylpyridine-2-carboxamide=oxime and 0.41 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 1 hour and 30 minutes. Thereafter, 0.39 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added, and the mixture was stirred for 12 hours. To the reaction solution were added water and a 10% aqueous HCl solution, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.6 g of 3-(6-methyl-4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (54)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-d060f35d747a4d88b74e31ea397f088f
Source noteuspto-grants-2012_11