反应详情

温度

80 °C

To a mixture of 4-[4-((R)-1-phenyl-ethyl)-[1,4]oxazepan-7-yl]-benzonitrile (diastereomer type A) (0.68 g, 2.2 mmol) in ethanol (5 mL) and water (3 mL) was added hydroxylamine hydrochloride (0.46 g, 6.6 mmol) and sodium bicarbonate (1.20 g, 11 mmol) at room temperature and the resulting mixture was heated to 80° C. After stirring for 2 hours, the reaction mixture was evaporated for removal of ethanol and diluted with water and chloroform. The organic phase was separated from aqueous phase and dried over anhydrous sodium sulfate. After concentration, half of the residue (0.39 g) was dissolved in xylene (3 mL) and dimethylacetamide dimethylacetal was added at room temperature. The mixture was refluxed for 3 hours and concentrated. The residual material was purified by flash column chromatography on silica gel to yield 7-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-4-((R)-1-phenyl-ethyl)-[1,4]oxazepane (diastereomer type A) (0.33 g, 0.92 mmol, 83%).

1. customthe reaction mixture was evaporated for removal of ethanol
2. additiondiluted with water and chloroform
3. customThe organic phase was separated from aqueous phase
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationAfter concentration, half of the residue (0.39 g)
6. dissolutionwas dissolved in xylene (3 mL)
7. additiondimethylacetamide dimethylacetal was added at room temperature
8. temperatureThe mixture was refluxed for 3 hours
9. concentrationconcentrated
10. customThe residual material was purified by flash column chromatography on silica gel