Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519960Generated: October 30, 2026

Sodium Thiosulfate Pentahydrate → 4-(3,3-dimethyl-2-oxobutyl)-2-methyl-6-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-7-propyl[1,2,4]triazolo[1,5-a]pyrimidin-5(4H)-one

https://huagongshe.com/reaction/519960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium Thiosulfate PentahydrateHCID 61475—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(2-hydroxy-3,3-dimethylbutyl)-2-methyl-6-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-7-propyl[1,2,4]triazolo[1,5-a]pyrimidin-5(4H)-oneHCID 136063760—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product4-(3,3-dimethyl-2-oxobutyl)-2-methyl-6-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-7-propyl[1,2,4]triazolo[1,5-a]pyrimidin-5(4H)-oneHCID 13606372685%

Reaction Steps

A mixture of 4-(2-hydroxy-3,3-dimethylbutyl)-2-methyl-6-{[2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-7-propyl[1,2,4]triazolo[1,5-a]pyrimidin-5(4H)-one (0.52 g), Dess-Martin reagent (0.81 g) and acetonitrile (15 mL) was stirred at room temperature for 3 hr. Saturated aqueous sodium hydrogen carbonate and sodium thiosulfate-pentahydrate were added to the reaction mixture, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with water and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless amorphous solid (0.43 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115136B2
Source datasetuspto-grants-2015_08
ORD IDord-1e3c503acfe046ea9ab331894b13125c
Source noteuspto-grants-2015_08