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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Reactant | (S)-t-Butyl 2-(2-(2-(3,4-dimethoxyphenoxy)acetyl)hydrazinecarbonyl)pyrrolidine-1-carboxylate | HCID 86706750 | — |
| Product | (S)-t-Butyl 2-(5-((3,4-dimethoxyphenoxy)methyl)-1,3,4-oxadiazol-2-yl)pyrrolidine-1-carboxylate | HCID 86706751 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181229B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-8423abb2aff74002af90e491844988b4 |
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| Source note | uspto-grants-2015_11 |
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