反应详情

温度

25 °C

In a 500 mL pear-shaped flask, tert-butyl 6-(6-nitropyridin-3-yl)-2,6-diazaspiro[3.3]heptane-2-carboxylate (4.54 g, 14.2 mmol) and 10% Pd/C (662 mg, 6.22 mmol) were combined with ethyl acetate (150 ml) and methanol (50 ml) to give a black suspension. The mixture was evacuated and filled with H2 twice, then stirred overnight at 25° C. under balloon pressure of H2. The mixture was filtered over celite and the filter cake was washed with MeOH. The filtrate was concentrated in vacuo to give a purple oily solid. The crude material was purified by flash chromatography (silica gel, 12 g, 0% to 4% MeOH in DCM) to afford 1.29 g (31%) of the title compound as an impure dark red solid. (M+H)+=291 m/e.

1. customto give a black suspension
2. customThe mixture was evacuated
3. additionfilled with H2 twice
4. filtrationThe mixture was filtered over celite
5. washthe filter cake was washed with MeOH
6. concentrationThe filtrate was concentrated in vacuo
7. customto give a purple oily solid
8. customThe crude material was purified by flash chromatography (silica gel, 12 g, 0% to 4% MeOH in DCM)