Reacción #439289

Ecuación de reacción

product

4-Chloro-2-[[(1R)-4-iodo-1-phenylbutyl]oxy]benzonitrile

2-(ethylamino)ethanol

hydrogen chloride

→

title compound

Rendimiento 65.4%

4-Chloro-2-[[(1R)-4-[ethyl(2-hydroxyethyl)amino]-1-phenylbutyl]oxy]-benzonitrile hydrochloride

Rendimiento 65.4%

Disolventes

tetrahydrofuran

diethyl ether dichloromethane

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed in vacuo
2. 2
   workup.DISSOLUTIONthe residue dissolved in water
3. 3
   Extracciónaqueous potassium carbonate and extracted with ethyl acetate (three times)
4. 4
   LavadoThe combined organic extracts were washed with water
5. 5
   Secadodried (Na2SO4)
6. 6
   Otroevaporated
7. 7
   Otroto give an oil
8. 8
   OtroThe crystals that formed
9. 9
   Otrowere collected
10. 10
    Otrodried

Procedimiento

A solution of the product from Example 1 step (c) (200 mg) and 2-(ethylamino)ethanol (163 mg, 0.14 ml) in tetrahydrofuran (5 ml) was stirred for 2 days. The solvent was removed in vacuo and the residue dissolved in water and aqueous potassium carbonate and extracted with ethyl acetate (three times). The combined organic extracts were washed with water, dried (Na2SO4) and evaporated to give an oil. To a solution of this amine in diethyl ether-dichloromethane was added a 1M solution of hydrogen chloride in diethyl ether. The crystals that formed were collected and dried to afford the title compound as a white solid (65 mg). M.p. 141-144° C.

Fuente