反应详情

To a mixture of (4-bromo-2-methanesulfonylphenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (903 mg) described in Preparation Example 9, benzoic acid (R)-2-oxooxazolidin-4-ylmethyl ester (442 mg), potassium carbonate (553 mg) and copper (I) iodide (76 mg) were added toluene (4 mL) and N,N′-dimethylethylenediamine (100 μL), and the mixture was refluxed for 8 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol). To a solution of the obtained compound in dioxane (2 mL) and methanol (2 mL) was added 1 M aqueous sodium hydroxide solution (2 mL), and the mixture was stirred at room temperature for 3 hr. The mixture was extracted with chloroform, washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (344 mg).

1. temperaturethe mixture was refluxed for 8 hr
2. temperatureAfter cooling
3. extractionthe mixture was extracted with chloroform
4. washThe organic layer was washed with saturated brine
5. customthe solvent was evaporated
6. customThe residue was purified by column chromatography (chloroform:methanol)
7. additionTo a solution of the obtained compound in dioxane (2 mL) and methanol (2 mL) was added 1 M aqueous sodium hydroxide solution (2 mL)
8. extractionThe mixture was extracted with chloroform
9. washwashed with saturated brine
10. customthe solvent was evaporated
11. customThe residue was purified by column chromatography (chloroform:methanol)