Heterocyclic inhibitors of glutaminase

Abstract

The invention relates to novel heterocyclic compounds and pharmaceutical preparations thereof. The invention further relates to methods of treatment using the novel heterocyclic compounds of the invention.

1 - 71 . (canceled) 
     
     
         72 . A method of making a compound having the structure of formula A: 
       
         
           
           
               
               
           
         
       
       comprising combining a compound having the structure of formula B: 
       
         
           
           
               
               
           
         
       
       with a compound having the structure of formula C: 
       
         
           
           
               
               
           
         
       
       in dimethylformamide to form a mixture and treating the mixture with propylphosphonic anhydride and triethylamine, thereby forming a compound of formula A. 
     
     
         73 . The method of  claim 72 , further comprising combining a compound having the structure of formula D: 
       
         
           
           
               
               
           
         
       
       with a compound having the structure of formula E: 
       
         
           
           
               
               
           
         
       
       in the presence of trifluoroacetic acid, thereby forming a compound of formula B. 
     
     
         74 . The method of  claim 73 , further comprising combining a compound having the structure of formula F: 
       
         
           
           
               
               
           
         
       
       with BrZn(CH 2 ) 4 CN solution and a NiCl 2 (dppp) catalyst, thereby forming a compound of formula D. 
     
     
         75 . The method of  claim 74 , further comprising combining a compound having the structure of formula G: 
       
         
           
           
               
               
           
         
       
       with a compound having the structure of formula H: 
       
         
           
           
               
               
           
         
       
       in the presence of dimethylformamide to form a mixture, then treating the mixture with diisopropylethylamine and propylphosphonic anhydride solution in dimethylformamide, thereby forming a compound of formula F.