反应详情

Compound 8 (0.73 g/0.0027 mmol) was then dissolved in 20 ml absolute methanol/2 ml THF and placed in a 500 ml Parr bottle. The bottle was flushed with nitrogen gas and then ˜200 mg 5% Pd—C added as catalyst. The resultant mixture was hydrogenated in a Parr Hydrogenator for 1 hour at ˜40 psi hydrogen. The initial uptake of hydrogen was rapid. The excess catalyst was removed by suction filtration through Celite, the filter cake washed with methanol and the filtrate evaporated in vacuo. The product crystallizes to afford 0.63 g of an off-white solid (97% yield). This compound was used without further purification. 1H NMR (d6-DMSO): δ 6.9 (d, J=4.4 Hz, 2H), 6.49 (d, J=4.4 Hz, 2H), 5.02 (s, 2H, —NH2), 3.81 (dd, J=11 Hz, 6 Hz, 1H), 3.56 (s, 3H), 3.55 (s, 3H), 2.99 (dd, J=11 Hz, 17 Hz, 1H), 2.59 (dd, J=17 Hz, 6 Hz, 1H). NP-TLC (CH2Cl2): Rf˜0.1; NP-TLC (1% CH3OH in CH2Cl2): Rf˜0.6; RP-TLC (1:1 CH3OH—H2O): Rf˜0.5.

1. customThe bottle was flushed with nitrogen gas
2. addition˜200 mg 5% Pd—C added as catalyst
3. customThe excess catalyst was removed by suction filtration through Celite
4. washthe filter cake washed with methanol
5. customthe filtrate evaporated in vacuo
6. customThe product crystallizes