反应详情

温度

140 °C

Six equivalent batches of a stirred mixture of 2-(3-aminoisoxazol-5-yl)-2-methylpropyl 4-nitrobenzenesulfonate (50 mg, 0.15 mmol), morpholine (0.016 mL, 0.179 mmol), DBU (0.027 mL, 0.179 mmol) and acetonitrile (0.75 mL) were heated in a microwave reactor at 140° C. for 2.5 h. After cooling to rt, the reactions were combined and concentrated under reduced pressure. The residue was partitioned between chloroform and saturated aqueous sodium carbonate solution. The organic layer was separated and washed with brine. The organic layer was separated and dried over sodium sulfate, filtrated and concentrated under reduced pressure to give the crude product. Purification via silica gel column chromatography (eluting with a gradient of 100% chloroform to 5% methanol in chloroform) afforded 5-(2-methyl-1-morpholinopropan-2-yl)isoxazol-3-amine (20 mg, 10%) as a solid.

1. temperatureAfter cooling to rt
2. concentrationconcentrated under reduced pressure
3. customThe residue was partitioned between chloroform and saturated aqueous sodium carbonate solution
4. customThe organic layer was separated
5. washwashed with brine
6. customThe organic layer was separated
7. dry with materialdried over sodium sulfate
8. filtrationfiltrated
9. concentrationconcentrated under reduced pressure
10. customto give the crude product
11. customPurification via silica gel column chromatography (
12. washeluting with a gradient of 100% chloroform to 5% methanol in chloroform)