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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251192Generated: October 25, 2026

Potassium Hydroxide → 1,1-Dimethylethyl 4-[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-1-piperazinecarboxylate

https://huagongshe.com/reaction/2251192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant3-(4-Bromophenyl)-5-methyl-1,2,4-oxadiazoleHCID 823560—
CatalystHexadecyltrimethylammonium BromideHCID 5974—
CatalystHCID 178418851HCID 178418851—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1,1-Dimethylethyl 4-[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-1-piperazinecarboxylateHCID 69037720—

Reaction Conditions

Temperature90 °C

Reaction Steps

A well stirred mixture of 0.015 mmol of bis(tri-t-butylphosphine)palladium, 0.01 mmol of cetyltrimethylammonium bromide, 2 mmol of powdered potassium hydroxide, 2 mmol of 3-(4-bromo-phenyl)-5-methyl-[1,2,4]oxadiazole and 2.1 mmol of N-BOC-piperazine in 1 ml of toluene was heated under Ar to 90° C. for 17 hours. The resulting reaction mixture was diluted with water, extracted with ethyl acetate and the product purified by column chromatography (SiO2; cyclohexane/ethyl acetate 7:3) to yield the title compound as a yellowish solid. MS (m/e): 345.3 (MH+, 100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319099B2
Source datasetuspto-grants-2008_01
ORD IDord-a60e94d179cc4581bd796294afbec794
Source noteuspto-grants-2008_01