反应详情

温度

75 °C

A mixture of 5-amino-2-(1-methyl-piperidin-4-yl)-6-nitro-isoindole-1,3-dione (10.0 g, 32.9 mmol), tin powder (39.7 g, 329 mmol), EtOH (300 mL) and conc. HCl (100 mL) was stirred at 75° C. for 4 h. After cooling to RT excess of Tin was removed by filtration, the filtrate was evaporated. The residue was dissolved in CH2Cl2-MeOH (1:1) mixture, basified with NH4OH. Precipitate formed was removed by filtration, SiO2 was added to the filtrate, stirred for 1 h, the solvent was evaporated, the residue was loaded onto SiO2 (500 g) column. Eluted with CH2Cl2-MeOH—NH4OH (gradient from 100:0:0 to 100:10:1 v/v). Yield 7.86 g (30.2 mmol, 92%) as beige solid. LCMS [M+H]+ 261.4.

1. customwas removed by filtration
2. customthe filtrate was evaporated
3. dissolutionThe residue was dissolved in CH2Cl2-MeOH (1:1) mixture
4. customPrecipitate formed
5. customwas removed by filtration, SiO2
6. additionwas added to the filtrate
7. stirringstirred for 1 h
8. customthe solvent was evaporated
9. washEluted with CH2Cl2-MeOH—NH4OH (gradient from 100:0:0 to 100:10:1 v/v)