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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880676Generated: November 1, 2026

Sodium hydride → HCID 59570352, compound

https://huagongshe.com/reaction/1880676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantChloromethyl pivalateHCID 87885—
ReactantHCID 178517507HCID 178517507—
SolventDimethylformamideHCID 6228—
ProductHCID 59570352HCID 5957035260.2%

Reaction Steps

Into 2 ml of N,N-dimethylformamide was suspended 0.05 g of sodium hydride (60% oily), and 0.2 g of 3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one was added at room temperature. After stirring for 10 minutes, 0.2 g of chloromethyl pivalate was added, the mixture was stirred at 60° C. for 7 hours, and the reaction solution was allowed to cool to room temperature, and poured into an aqueous saturated ammonium chloride solution, followed by extraction with ethyl acetate three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.18 g of 4-[(2,2-dimethyl-1-oxopropoxy)methyl]-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (10)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-54129184f0a94e3790011fbf96ec1661
Source noteuspto-grants-2012_11