Potassium Carbonate → (S)-N-[[3-[3-Fluoro-4-(4-(1-hydroxyiminomethyl)--1H-1,2,3-triazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

Participants

Reaction Steps

A solution of 150 mg (0.40 mmol) of the compound of Example 17 in 10 mL of 1:1 THF-methanol was treated with 66 mg (0.96 mmol) of hydroxylamine hydrochloride and 66 mg (0.48 mmol) of potassium carbonate, followed by stirring at ambient temperature for 8 h, and then warming at reflux for 2 h. The mixture was concentrated in vacuo, and the residue was subjected to radial chromatography on a 2 mm chromatotron plate, eluting with 5% (v/v) methanol in dichloromethane. These procedures afforded 30 mg (20%) of the title compound as a white solid. MassSpectrum (EI): m/z 376, 332, 318, 287, 274, 245, 220, 202, 187, 175, 163, 149, 139, 82, 56.

Provenance & Evidence