反应详情

温度

60 °C

A 500 mL Parr hydrogenator bottle was charged with 1-benzyl-5-nitroindazole (30.4 g, 120 mmol), absolute ethanol (240 mL) and 5% platinum on carbon (1.5 g, 50% wet). The bottle was placed on a Parr hydrogenation apparatus, the bottle pressurized with hydrogen to 50 psi and the bottle shook until the uptake of hydrogen ceased. The contents of the bottle were then transferred to a 1 L round bottomed flask, warmed to approximately 60° C. under nitrogen and rapidly filtered through a celite pad. The filter cake was washed with ethanol (100 mL). Water (250 mL) was then added to the filtrate and the resulting suspension stirred for 4 hours in an ice bath. The resulting solids were isolated by filtration, and the solids dried on the pump for 1 h. Three additional reduction runs were carried out under identical conditions. The four separate batches of material were then combined to give 87.4 g of crude material, which was re-crystallized from ethyl acetate (900 mL). Filtration and drying under reduced pressure (1 mmHg) afforded 65.0 g (59%) of the title compound as a light yellow solid.

1. customThe contents of the bottle were then transferred to a 1 L round bottomed flask
2. filtrationrapidly filtered through a celite pad
3. washThe filter cake was washed with ethanol (100 mL)
4. additionWater (250 mL) was then added to the filtrate
5. customThe resulting solids were isolated by filtration
6. customthe solids dried on the pump for 1 h
7. customThe four separate batches of material
8. customto give 87.4 g of crude material, which
9. customwas re-crystallized from ethyl acetate (900 mL)
10. filtrationFiltration
11. customdrying under reduced pressure (1 mmHg)