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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257439Generated: October 25, 2026

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

https://huagongshe.com/reaction/1257439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantAmmonium ChlorideHCID 25517—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
Reactant{5-Methyl-4-[3-(trifluoromethyl)phenyl]furan-2-yl}methanolHCID 66939730—
SolventTetrahydrofuranHCID 8028—
Productethyl 1-({5-methyl-4-[3-(trifluoromethyl)phenyl]furan-2-yl}methyl)-1H-pyrazole-4-carboxylateHCID 6693916133.9%

Reaction Steps

A solution of the compound (0.40 g) obtained in Example 128d, ethyl 1H-pyrazole-4-carboxylate (0.26 g) and triphenylphosphine (0.49 g) in tetrahydrofuran (5 mL) was cooled in an ice bath, diisopropyl azodicarboxylate (0.36 mL) was added, and the mixture was stirred at the same temperature for 1 hr. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane/ethyl acetate) to give the title compound (0.20 g) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-5d7162b648d94ffdbf2c2139c9857ea8
Source noteuspto-grants-2013_06