反应 #43741

反应方程式

tin(II) chloride

N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-nitro-1-benzofuran-2-carboxamide

→

title compound

N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-amino-1-benzofuran-2-carboxamide

溶剂

DMF

反应条件

后处理

1. 1
   其他The solvent is removed under reduced pressure
2. 2
   其他a rotary evaporator
3. 3
   workup.STIRRINGshaken for about 1 h
4. 4
   洗涤The loaded ion exchanger is washed with methanol
5. 5
   洗涤The product is eluted with methanol/triethylamine 95:5
6. 6
   其他The solvent is removed under reduced pressure
7. 7
   其他a rotary evaporator

实验过程

6.0 ml (12 mmol) of a 2 M tin(II) chloride solution in DMF are added to N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-nitro-1-benzofuran-2-carboxamide (1340 mg, 4.25 mmol). The mixture is stirred overnight. The solvent is removed under reduced pressure using a rotary evaporator. The crude product is taken up in methanol and, together with acidic ion exchange resin (Dowex WX2-200), shaken for about 1 h. The loaded ion exchanger is washed with methanol, then with water, again with methanol, with DMF, again with methanol, with THF, again with methanol, with dichloromethane and finally once more with methanol. The product is eluted with methanol/triethylamine 95:5. The solvent is removed under reduced pressure using a rotary evaporator. 1200 mg (98% of theory) of the title compound are obtained.

来源