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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456785Generated: October 27, 2026

Norbornadiene → (R)-5-((1H-1,2,3-Triazol-1-yl)methyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-one

https://huagongshe.com/reaction/456785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNorbornadieneHCID 8473—
Reactant(5R)-5-(Azidomethyl)-3-(3-fluoro-4-iodophenyl)-1,3-oxazolidin-2-oneHCID 23626594—
Solvent1,4-DioxaneHCID 31275—
Product(R)-5-((1H-1,2,3-Triazol-1-yl)methyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-oneHCID 11257720—

Reaction Conditions

Temperature100 °C

Reaction Steps

(5R)-5-(Azidomethyl)-3-(3-Fluoro-4-iodophenyl)-1,3-oxazolidin-2-one (Intermediate 5, 30.3 g, 72.9 mmol) was stirred in 1,4-dioxane. Bicyclo[2.2.1]hepta-2,5-diene (40.3 g, 437 mmol) was added and the reaction was heated to 100° C. overnight. The brown mixture was filtered and the desired compound was obtained as a light brown solid (14.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186738B2
Source datasetuspto-grants-2007_03
ORD IDord-f403b3629ed74fcb8a475d5eca63d7eb
Source noteuspto-grants-2007_03