Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385963Generated: October 31, 2026

Tetrabutylammonium Fluoride → 2-[5-(6-Chloro-2-methylpyridin-3-yl)-1,2,4-oxadiazol-3-yl]ethanol

https://huagongshe.com/reaction/385963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-[3-(2-{[tert-Butyl(diphenyl)silyl]oxy}ethyl)-1,2,4-oxadiazol-5-yl]-6-chloro-2-methylpyridineHCID 59525605—
SolventTetrahydrofuranHCID 8028—
Product2-[5-(6-Chloro-2-methylpyridin-3-yl)-1,2,4-oxadiazol-3-yl]ethanolHCID 59525850—

Reaction Conditions

Temperature50 °C

Reaction Steps

3-[3-(2-{[tert-Butyl(diphenyl)silyl]oxy}ethyl)-1,2,4-oxadiazol-5-yl]-6-chloro-2-methylpyridine (210 mg, 0.44 mmol) was taken up in tetrahydrofuran (2.2 ml) and tetrabutylammonium fluoride (0.44 ml of 1.0 M in THF, 0.44 mmol) was added. The solution was heated to 50° C. for 2 hours, cooled to room temperature, concentrated under reduced pressure, and directly purified via silica gel chromatography (0-100% ethyl acetate in hexane) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367706B2
Source datasetuspto-grants-2013_02
ORD IDord-25a6fe6f4beb40d88a9b5250aee69186
Source noteuspto-grants-2013_02