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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753744Generated: October 28, 2026

Water → HCID 67240567, compound

https://huagongshe.com/reaction/1753744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAllyl bromideHCID 7841—
ReactantPotassium CarbonateHCID 11430—
Reactant2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-chloro-6-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanoneHCID 67242423—
SolventAcetoneHCID 180—
ProductHCID 67240567HCID 6724056762.3%

Reaction Steps

To a solution of 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-chloro-6-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone (39 mg) and potassium carbonate (47 mg) in acetone (5 ml) is added, at room temperature, allyl bromide (33 mg). The reaction mixture is stirred at reflux for 5 h. Then the mixture is admixed with water and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate and concentrated. Purification by column chromatography gives 1-[4-(4-{5-[2-(allyloxy)-6-chlorophenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]-2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]ethanone (26 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09167821B2
Source datasetuspto-grants-2015_10
ORD IDord-f28b1a6291744616b10bea4530869c2c
Source noteuspto-grants-2015_10