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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2062681Generated: November 3, 2026

Sodium Thiosulfate → 4'-[(4-{4-[1-(1-Acetylcyclobutyl)ethoxy]cyclohexyl]-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl}-3'-fluorobiphenyl-2-carbonitrile

https://huagongshe.com/reaction/2062681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ThiosulfateHCID 24477—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantSodium BicarbonateHCID 516892—
Reactant3'-Fluoro-4'-{[4-(4-{1-[1-(1-hydroxyethyl)cyclobutyl]ethoxy}cyclohexyl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrileHCID 67009218—
SolventAcetonitrileHCID 6342—
Product4'-[(4-{4-[1-(1-Acetylcyclobutyl)ethoxy]cyclohexyl]-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl}-3'-fluorobiphenyl-2-carbonitrileHCID 6700946888%

Reaction Steps

A mixture of 3′-fluoro-4′-{[4-(4-{1-[1-(1-hydroxyethyl)cyclobutyl]ethoxy}cyclohexyl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (13 g), Dess-Martin periodinane (10 g) and acetonitrile (130 mL) was stirred at room temperature for 30 min. Saturated aqueous sodium hydrogen carbonate solution and 1 M aqueous sodium thiosulfate solution were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed 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 solid (11 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283353B2
Source datasetuspto-grants-2012_10
ORD IDord-ed15dca0158c44adb0a95b193fe9d108
Source noteuspto-grants-2012_10