Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263331Generated: November 2, 2026

Dimethyl Sulfoxide → N-(3,4-Dimethylisoxazol-5-yl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxamide

https://huagongshe.com/reaction/2263331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(5-Phenyl-1,3,4-oxadiazol-2-yl)piperidineHCID 2761150—
Reactant2,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamateHCID 86245257—
SolventWaterHCID 962—
ProductN-(3,4-Dimethylisoxazol-5-yl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxamideHCID 5959450837.9%

Reaction Steps

A solution of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (293 mg, 1.02 mmol), 4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine (234 mg, 1.02 mmol), diisopropylethylamine (0.387 ml, 2.05 mmol) and dimethyl sulfoxide (4 ml) was stirred at 70° C. for 12 hours, the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate to give 142 mg (37.9%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-be87a3b985334a2b9dfd0ea492cf4bad
Source noteuspto-grants-2010_12