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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2062909Generated: October 30, 2026

Hydrochloric Acid → 3-[2-[4-[[4-[(2Z)-2-methoxyimino-3,3-dimethylbutyl]-5-oxo-7-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl]phenyl]phenyl]-4H-1,2,4-oxadiazol-5-one

https://huagongshe.com/reaction/2062909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
Reactant4-(3,3-dimethyl-2-oxobutyl)-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 136063960—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product3-[2-[4-[[4-[(2Z)-2-methoxyimino-3,3-dimethylbutyl]-5-oxo-7-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl]phenyl]phenyl]-4H-1,2,4-oxadiazol-5-oneHCID 13606367921%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 4-(3,3-dimethyl-2-oxobutyl)-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 (0.1 g), (aminooxy)methane hydrochloride (0.32 g) and pyridine (5 mL) was stirred at 110° C. for 16 hr. Ethyl acetate and water were added to the reaction mixture, and the mixture was adjusted to pH 4 with 1 N hydrochloric acid. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as colorless crystals (0.022 g, 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283353B2
Source datasetuspto-grants-2012_10
ORD IDord-ca8b3b6e8e8a46d9ac5e79350d4b658a
Source noteuspto-grants-2012_10