Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871913Generated: October 26, 2026

Triethylamine → 4-(5-Methanesulfonyloxymethyl-[1,2,4]oxadiazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/871913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant4-(5-Hydroxymethyl-[1,2,4]oxadiazol-3-yl)-piperidine-1-carboxylic acid tert-butyl esterHCID 57986906—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product4-(5-Methanesulfonyloxymethyl-[1,2,4]oxadiazol-3-yl)-piperidine-1-carboxylic acid tert-butyl esterHCID 57986850—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-(5-hydroxymethyl-[1,2,4]oxadiazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.2 g, 0.7 mmol) in methylene chloride (5 mL) was added methanesulfonyl chloride (0.1 g, 0.9 mmol) and triethyl amine (0.14 g, 1.4 mmol) at 0° C. After stirred at 0° C. for 1 hour, the mixture was diluted with EtOAc and washed with H2O, brine. After drying (Na2SO4), the solvent was removed in vacuo, and the residue was purified by silica column chromatography with EtOAc/hexanes to afford the desired product

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975258B2
Source datasetuspto-grants-2015_03
ORD IDord-c750d30a531740e7b121c47944720978
Source noteuspto-grants-2015_03