反応 #43741

反応方程式

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

溶媒

DMF

反応条件

後処理

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

実験手順

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.

出典