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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710040Generated: October 26, 2026

Water → (S)-t-Butyl 2-(5-((3,4-dimethoxyphenoxy)methyl)-1,3,4-oxadiazol-2-yl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/710040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant(S)-t-Butyl 2-(2-(2-(3,4-dimethoxyphenoxy)acetyl)hydrazinecarbonyl)pyrrolidine-1-carboxylateHCID 86706750—
Product(S)-t-Butyl 2-(5-((3,4-dimethoxyphenoxy)methyl)-1,3,4-oxadiazol-2-yl)pyrrolidine-1-carboxylateHCID 86706751—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a toluene (700 ml) solution of the compound (61.0 g) obtained in Example 8-(1), Burgess reagent (45.0 g) was added and the mixture was stirred at 120° C. for 4 hours. After adding water to the reaction mixture, the organic layer extracted with AcOEt was dried (Na2SO4), filtered and had the solvent distilled off under reduced pressure; the resulting residue was purified by silica gel chromatography (AcOEt) to give the titled compound (42.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181229B2
Source datasetuspto-grants-2015_11
ORD IDord-8423abb2aff74002af90e491844988b4
Source noteuspto-grants-2015_11