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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452570Generated: October 31, 2026

3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-5-(azidomethyl)-oxazolidin-2-one → (5S)-5-(Aminomethyl)-3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/1452570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-5-(azidomethyl)-oxazolidin-2-oneHCID 76556209—
CatalystPalladiumHCID 23938—
SolventEthylacetate methanolHCID 21584119—
Product(5S)-5-(Aminomethyl)-3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-1,3-oxazolidin-2-oneHCID 5752695755.6%

Reaction Steps

3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-5-(azidomethyl)-oxazolidin-2-one (Intermediate 17) (2.0 g, 6.30 mmol) was dissolved in methanol/ethyl acetate (50 ml, 1:1) and hydrogenated over palladium on carbon (10%, 0.2 g) at room temperature and normal pressure for 4 hours. The resulting mixture was filtered through the celite and concentrated under reduced pressure to give 1.02 g of the title compound as a solid, which was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473699B2
Source datasetuspto-grants-2009_01
ORD IDord-b9ce7c362ccc4b8e937b0bfca07bf1bd
Source noteuspto-grants-2009_01