反应详情

To a solution of the product from Step A (1.9 g, 10 mmol) in ethanol (20 mL) was added a 1 N solution of HCl in a 1:1 mixture of methanol and ethanol followed by 2-aminopropylhydrazine (0.9 g, 10 mmol) and the solution was heated to reflux for 16 h. The solution was allowed to cool, poured into aqueous NaHCO3, extracted with ethyl acetate (2×20 mL), dried (Na2SO4) and concentrated. The crude material was taken up in 0.1 N HCl and washed with ether (2×20 mL), basified by the addition of NaHCO3 and extracted with ethyl acetate (2×20 mL). The combined organic extracts were dried (Na2SO4) and concentrated to a residue, which was purified by chromatography (silica, 10% methanol in dichloromethane) to furnish an oil (0.48 g, 20%); MS m/z 244 [M+H]+.

1. temperaturethe solution was heated
2. temperatureto reflux for 16 h
3. temperatureto cool
4. extractionextracted with ethyl acetate (2×20 mL)
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated
7. washwashed with ether (2×20 mL)
8. additionbasified by the addition of NaHCO3
9. extractionextracted with ethyl acetate (2×20 mL)
10. dry with materialThe combined organic extracts were dried (Na2SO4)
11. concentrationconcentrated to a residue, which
12. customwas purified by chromatography (silica, 10% methanol in dichloromethane)