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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674319Generated: October 31, 2026

Ethyl Acetate → 5-benzoyl-2-butyl-6-methyl-3-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1674319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium ThiosulfateHCID 24477—
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant2-butyl-5-[hydroxy(phenyl)methyl]-6-methyl-3-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-oneHCID 135955945—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product5-benzoyl-2-butyl-6-methyl-3-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-oneHCID 13595594670.3%

Reaction Steps

To a solution of 2-butyl-5-[hydroxy(phenyl)methyl]-6-methyl-3-{[2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-one (0.1 g) in dichloromethane (4 mL) was added 1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-one (0.12 g), and the mixture was stirred for 2 hr. Ethyl acetate, water and sodium thiosulfate were added to the reaction mixture, and the mixture was stirred for 30 min and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.07 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998968B2
Source datasetuspto-grants-2011_08
ORD IDord-f44bad65b57c4595901cacc7edee64a3
Source noteuspto-grants-2011_08