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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257423Generated: November 1, 2026

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

https://huagongshe.com/reaction/1257423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant[4-(ethoxycarbonyl)-1H-pyrazol-1-yl]acetic acidHCID 59557975—
Reactant3-(Trifluoromethyl)benzohydrazide hydrochlorideHCID 66939586—
SolventDichloromethaneHCID 6344—
Productethyl 1-({5-[3-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl}methyl)-1H-pyrazole-4-carboxylateHCID 5812796635%

Reaction Steps

A solution of the compound (1.0 g) obtained in Example 115b in dichloromethane (15 ml) was cooled in an ice bath, N,N′-carbonyldiimidazole (0.81 g) was added and the mixture was stirred for 30 min. 3-(Trifluoromethyl)benzohydrazide hydrochloride (1.2 g) was added, and the mixture was stirred at the same temperature for 45 min. Then, carbon tetrabromide (3.32 g) and triphenylphosphine (2.6 g) were added, and the mixture was further stirred at the same temperature for 2 hr. The solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (carrier: silica gel, eluent: petroleum ether-ethyl acetate) to give the title compound (0.64 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-85aff709d24a4076868f36e0b13b050f
Source noteuspto-grants-2013_06