Reacción #6896

Ecuación de reacción

product

2-(2-azabicyclo[2.2.2]oct-2-yl)-6-nitroquinoline

→

product

2-(2-azabicyclo[2.2.2]oct-2-yl)quinolin-6-amine

Disolventes

methanol

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe resulting mixture was degassed
2. 2
   FiltraciónThe reaction mixture was filtered
3. 3
   Filtraciónthrough filter aid
4. 4
   Otrothe solvent removed under vacuum
5. 5
   workup.DISSOLUTIONThe resulting oil was dissolved in ethyl acetate
6. 6
   Otrothe solvent removed under vacuum
7. 7
   Otrotriturated until crystallization
8. 8
   FiltraciónThe solids were filtered
9. 9
   Lavadowashed with ice-cold ether
10. 10
    Otrothen dried under vacuum

Procedimiento

The product of Step A and palladium hydroxide on carbon (1.3 g, 20% by wt) was suspended in methanol (100 mL) and ethyl acetate (100 mL). The resulting mixture was degassed then stirred under hydrogen atmosphere (balloon) for 6 h. The reaction mixture was filtered through filter aid and the solvent removed under vacuum. The resulting oil was dissolved in ethyl acetate and the solvent removed under vacuum. The resulting oil was suspended in ether and triturated until crystallization occurred. The solids were filtered and washed with ice-cold ether then dried under vacuum to afford the product as a brown solid, MS: m/z 254 (MH+), which was used without further purification

Fuente