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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400446Generated: October 30, 2026

Triethylamine → tert-Butyl 4-(5-methyl-1,2,4-oxadiazol-3-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/400446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactanttert-Butyl 4-cyanopiperazine-1-carboxylateHCID 14068968—
SolventEthanolHCID 702—
Producttert-Butyl 4-(5-methyl-1,2,4-oxadiazol-3-yl)piperazine-1-carboxylateHCID 86686046—

Reaction Conditions

Temperature80 °C

Reaction Steps

5.3 mL triethylamine and 2.6 g hydroxylamine hydrochloride were added to 6.8 g 4-cyano-piperazine-1-carboxylic acid tert-butyl ester in 50 mL ethanol. The reaction was stirred 2 h at 80° C. The solvent was removed and 50 mL pyridine and 3.7 mL acetic anhydride were added to the residue and stirred at 80° C. over night. The mixture was evaporated. Water was added and the precipitate was filtered and purified by chromatography on silica gel (cyclohexane/ethyl acetate: 2/1) to give 3.35 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741892B2
Source datasetuspto-grants-2014_06
ORD IDord-fbc49833b773451fa2050ad6ed50af7c
Source noteuspto-grants-2014_06