Reacción #2303

Ecuación de reacción

4-(piperazin-1-yl)anisole

4-chloropyridine hydrochloride

ammonia

→

4-[4-(4-pyridyl)-piperazin-1-yl]anisole

Rendimiento 31.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated at 160°-170° C. (bath temperature) for 7 minutes
2. 2
   OtroThe solid obtained
3. 3
   Temperaturaon cooling
4. 4
   ExtracciónThe solid precipitate was extracted into ethyl acetate
5. 5
   Extracciónthe organic extract
6. 6
   Lavadowashed with water
7. 7
   Filtraciónfiltered through phase
8. 8
   Otroseparating paper (Whatman 1PS)
9. 9
   Otroevaporated
10. 10
    OtroThe residue was recrystallised from ethanol

Procedimiento

4-(piperazin-1-yl)anisole (4.24 g) and 4-chloropyridine hydrochloride (3.35 g) were intimately mixed and heated at 160°-170° C. (bath temperature) for 7 minutes. The solid obtained on cooling was dissolved in water (75 ml) and the solution basified with aqueous ammonia. The solid precipitate was extracted into ethyl acetate and the organic extract washed with water, filtered through phase separating paper (Whatman 1PS) and evaporated. The residue was recrystallised from ethanol to give 4-[4-(4-pyridyl)-piperazin-1-yl]anisole (1.84 g) as a solid: m.p. 165°-167° C.; NMR (CDCl3) δ8.3(2H,d); 6.86(4H,m); 6.71(2H,d); 3.78(3H,s); 3.46(4H,m); 3.2(4H,m).

Fuente