반응 #43741

반응 방정식

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

용매

DMF

반응 조건

후처리

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

실험 절차

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.

출처