Optical isomers of an iloperidone metabolite

Abstract

The present invention relates to novel isomers of a metabolite of Iloperidone, their preparation, their use as pharmaceuticals and pharmaceutical compositions containing them.

We claim: 
     
         1 . A pharmaceutical composition comprising (S)-1-(4-{3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]propoxy}-3-methoxy-phenyl]-ethanol or a pharmaceutically acceptable salt thereof and a pharmaceutical carrier or diluent. 
     
     
         2 . A method for treating a psychotic disorder in a human subject in need of such treatment, the method comprising administering to the subject a therapeutically effective amount of (S)-1-(4-{3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]propoxy}-3-methoxy-phenyl]-ethanol or a pharmaceutically acceptable salt thereof. 
     
     
         3 . The method of  claim 2 , wherein the psychotic disorder is schizophrenia or bipolar disorder. 
     
     
         4 . A process for the production of the compound of Formula II: 
       
         
           
           
               
               
           
         
         or a pharmaceutically acceptable salt thereof; 
         comprising reduction of iloperidone of formula III: 
       
       
         
           
           
               
               
           
         
         with an optically active boran complex of formula compound of Formula IV: 
       
       
         
           
           
               
               
           
         
         and recovering the resulting compound or a pharmaceutically acceptable salt thereof. 
       
     
     
         5 . The process of  claim 4 , further comprising production of the compound of Formula IV: 
       
         
           
           
               
               
           
         
         by reacting a compound of Formula V: 
       
       
         
           
           
               
               
           
         
         with borane-dimethylsulfide complex.