反应详情

To a suspension of 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxamide (1.6 g, 4.2 mmol) and Et3N (1.5 mL, 10.8 mmol) in CH2Cl2 (20 mL) was added TFAA (0.8 mL, 5.7 mmol) at ice-water bath temperature. A homogeneous solution resulted. After addition, the cooling bath was removed and the mixture was stirred at room temperature for 2 h. The mixture was quenched with water (10-15 mL), followed by saturated aqueous NaHCO3 (15-20 mL) and extracted with CH2Cl2 (2×30 mL). The combined CH2Cl2 extracts were washed with diluted brine (40 mL), dried (Na2SO4) and concentrated. Chromatography over silica gel and elution with hexanes:EtOAc (4:1) gave the title compound as a colorless gum.

1. customA homogeneous solution resulted
2. additionAfter addition
3. customthe cooling bath was removed
4. customThe mixture was quenched with water (10-15 mL)
5. extractionextracted with CH2Cl2 (2×30 mL)
6. washThe combined CH2Cl2 extracts were washed with diluted brine (40 mL)
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated
9. washChromatography over silica gel and elution with hexanes:EtOAc (4:1)