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HRID 15463Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/15463

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktStannous ChlorideHCID 24479—
EduktN-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-nitro-1-benzofuran-2-carboxamideHCID 59341430—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-amino-1-benzofuran-2-carboxamideHCID 59341406—

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732477B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-f78a405ab4fa400890766f94ab6f3026
Quellennotizuspto-grants-2010_06