反应详情

4-Fluorobenzyl [3-(2-chloro-4-nitroimidazol-1-yl)-2-hydroxy-2-methylpropyl]-N-methylcarbamate prepared in Example 212 (1.683 g, 4.20 mmol) was dissolved in 1,4-dioxane (30 ml). To the solution, sodium hydride (0.185 g, 4.62 mmol) was added followed by stirring at room temperature for 1 hour and then stirred under reflux for 7 hours. The reaction mixture was concentrated under reduced pressure. To the residue, water was added, and the precipitates were filtered off and purified by silica gel column chromatography (n-hexane/acetone=2/1). The resulting solid was treated with a mixture of n-hexane and ethyl acetate to afford 4-fluorobenzyl N-methyl-(2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethyl)carbamate (0.381 g, yield 25%) as a colorless solid.

1. stirringstirred
2. temperatureunder reflux for 7 hours
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. additionTo the residue, water was added
5. filtrationthe precipitates were filtered off
6. custompurified by silica gel column chromatography (n-hexane/acetone=2/1)
7. additionThe resulting solid was treated with a mixture of n-hexane and ethyl acetate