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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394442Generated: October 25, 2026

Hexachloroethane → 4-[1-Phenyl-1-(5-(N-(9-fluorenylmethoxycarbonyl)azetidin-3-yl)-1,3,4-oxadiazol-2-yl)methylene]piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1394442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexachloroethaneHCID 6214—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-[1-Phenyl-1-(2-(N-(9-fluorenylmethoxycarbonyl)-3-azetidinecarbonyl)-hydrazinocarbonyl)-methylene]-piperidine-1-carboxylic acid tert-butyl esterHCID 67046462—
SolventAcetonitrileHCID 6342—
Product4-[1-Phenyl-1-(5-(N-(9-fluorenylmethoxycarbonyl)azetidin-3-yl)-1,3,4-oxadiazol-2-yl)methylene]piperidine-1-carboxylic acid tert-butyl esterHCID 6704637475%

Reaction Steps

To a solution of 4-[1-phenyl-1-(2-(N-(9-fluorenylmethoxycarbonyl)-3-azetidinecarbonyl)-hydrazinocarbonyl)-methylene]-piperidine-1-carboxylic acid tert-butyl ester(0.411 g, 0.645 mmol), iPr2NEt (0.775 mL, 4.448 mmol) and PPh3 (0.693 g, 2.643 mmol) in CH3CN (8 mL) was added hexachloroethane (0.351 mg, 1.483 mmol). The mixture was allowed to stir for 1 h and then it was worked up as in Method A above and the crude product purified by flash chromatography (SiO2/EtOAc-hexane, 1:1) to give the title compound (0.299 g, 75%) as a colorless solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348337B2
Source datasetuspto-grants-2008_03
ORD IDord-0766c824caa5415190bc3f7f3750c65b
Source noteuspto-grants-2008_03