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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257417Generated: November 1, 2026

Water → ethyl 1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/1257417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-(Trifluoromethyl)benzoyl chlorideHCID 75257—
Reactantethyl 1-[(2Z)-2-amino-2-hydroxyiminoethyl]pyrazole-4-carboxylateHCID 58127695—
SolventPyridineHCID 1049—
Productethyl 1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-pyrazole-4-carboxylateHCID 6693939522.4%

Reaction Conditions

Temperature115 °C

Reaction Steps

A solution of the compound (2.2 g) obtained in Example 114a in pyridine (40 mL) was cooled in an ice bath and 3-(trifluoromethyl)benzoyl chloride (4.16 g) was added. The reaction mixture was heated to 110-120° C. overnight, cooled to room temperature, and poured into water. The mixture was extracted with ethyl acetate. The ethyl acetate layer was separated, washed successively with 1N aqueous hydrochloric acid solution, and saturated aqueous sodium hydrogen carbonate, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-petroleum ether) to give the title compound (0.85 g) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-6e47c27f1a0e4e3699b0f8edf3979550
Source noteuspto-grants-2013_06