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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570131Generated: October 26, 2026

Acetic Acid → 6-(4-Fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole

https://huagongshe.com/reaction/570131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 178468630HCID 178468630—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product6-(4-Fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazoleHCID 8948836446.3%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a stirred solution of 1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone (0.25 g, 1.0 mmol) in toluene, equipped with dean stark apparatus, acetic acid (2 ml) and p-TsOH (25 mg, cat.) was charged at RT and the reaction mass was refluxed at 130° C. for 16 h. After completion, the reaction was diluted with EtOAc (50 ml) and washed with brine. The organic layer dried over sodium sulphate and concentrated under reduced pressure to get the crude which was then purified by column chromatography 100-200 mesh) eluted with 5-10% ethyl acetate in hexane as eluent to get compound 6-(4-fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole (0.1 g, yield 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023844B2
Source datasetuspto-grants-2015_05
ORD IDord-3c0b78a0836c4cfebba1d3ef6e030625
Source noteuspto-grants-2015_05