Réaction #63648

Équation de réaction

1-(6-chloro-2-pyrazinyl)-4-piperazinyl propanol

bis(4-fluorophenyl)methylbromide

sodium bicarbonate

→

title compound

2-[4-[3-[bis(4-fluorophenyl)methoxy]propyl]-1-piperazinyl]-6-chloropyrazine

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture was refluxed overnight
2. 2
   Autredimethylformamide was evaporated under vacuum
3. 3
   Extractionthe residue was extracted with methylene chloride (3×400 ml.)
4. 4
   AutreThe methylene chloride extracts were collected
5. 5
   Lavagewashed with water
6. 6
   Séchagedried (anhydrous Na2SO4)
7. 7
   AutreEvaporation of the methylene chloride

Mode opératoire

To a stirred solution of 1-(6-chloro-2-pyrazinyl)-4-piperazinyl propanol 3 g. (0.013 mol) in 50 ml. of dimethylformamide was added 3.3 g. (0.017 mol) of bis(4-fluorophenyl)methylbromide and 2.6 g. (0.034 mol) of sodium bicarbonate. The reaction mixture was refluxed overnight, dimethylformamide was evaporated under vacuum and the residue was extracted with methylene chloride (3×400 ml.). The methylene chloride extracts were collected, washed with water and dried (anhydrous Na2SO4). Evaporation of the methylene chloride afforded the title compound as a brown oil. HPLC purification afforded 2 g. (37% yield) of the pure product. It was converted to the (1:1) fumarate salt and recovered as the hemihydrate; m.p. 165°-167° C.

Source