Water → HCID 10174333, compound

Participants

Reaction Steps

(5R)-3-[4-(1,1-Dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[4-(2,2-dibromoethenyl)-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one (Example 25) (0.25 g, 0.43 mmol) was dissolved in DMF (1.5 ml). Ethylmethylamine (0.186 ml, 2.16 mmol) and water (0.5 ml) were added and the reaction mixture was heated for 2 hours to 90° C. More ethylmethylamine (0.2 ml, 2.33 mmol) was added and it was heated for another 1.5 hours. The reaction mixture was cooled to room temperature and the solvent was removed under vacuum. Chromatography on silica gel with toluene/ethanol (5:1) and then with hexanes/acetone (1:2) gave 27 mg (13%) of the title compound as a colourless solid.

Provenance & Evidence