Phenyltetrazole compounds

Abstract

Novel phenyltetrazole compounds useful as intermediates in the preparation of angiotensin II antagonists and the processes for the conversion thereof to biologically active molecules.

1 . A compound of formula (VI):  
       
         
           
           
               
               
           
         
         wherein P is a 1-methyl-1-phenylethyl group; and Z has the following meanings  
         
           
             
             
                 
                 
             
           
         
       
     
     
         2 . The compound of  claim 1  provided by a process for the deprotection of the reactive tetrazole nitrogen in a compound containing a 2-(1-methyl-1-phenylethyl)-2H-tetrazolyl group, comprising the reaction of the protected compound with an anhydrous hydrohalic acid or an aqueous solution thereof at a concentration higher than 20% w/w.  
     
     
         3 . The compound according to  claim 2 , wherein the acid is selected from the group consisting of hydrochloric acid and hydrobromic acid.  
     
     
         4 . The compound according to  claim 3 , wherein the amount of acid used ranges from 1.1 moles to 5 moles, compared with the substrate to be deprotected.  
     
     
         5 . The compound according to  claim 3 , wherein the hydrochloric acid aqueous solution has concentration equal to or higher than 30% w/w.  
     
     
         6 . The compound according to  claim 3 , wherein the hydrobromic acid aqueous solution has concentration equal to or higher than 35% w/w.  
     
     
         7 . The compound according to  claim 2 , wherein the reaction is carried out with an anhydrous hydrohalogen acid in an organic protic or aprotic solvent.  
     
     
         8 . The compound according to  claim 7 , wherein the solvent is selected from a C 1 -C 4  alkanol; an ether; an ester; a hydrocarbon; a chlorinated solvent; a keton or a nitrile.  
     
     
         9 . The compound according to  claim 8 , wherein the reaction is carried out in dichloromethane or ethyl acetate.  
     
     
         10 . The compound according to  claim 2 , wherein an organic protic or aprotic solvent, in homogeneous or heterogeneous mixture with water, is used as co-solvent.  
     
     
         11 . The compound according to  claim 10 , wherein said solvent is toluene.  
     
     
         12 . The compound according to  claim 4 , wherein the hydrochloric acid aqueous solution has concentration equal to or higher than 30% w/w.  
     
     
         13 . The compound according to  claim 4 , wherein the hydrobromic acid aqueous solution has concentration equal to or higher than 35% w/w.  
     
     
         14 . The compound according to  claim 3 , wherein the reaction is carried out with an anhydrous hydrohalogen acid in an organic protic or aprotic solvent.  
     
     
         15 . The compound according to  claim 4 , wherein the reaction is carried out with an anhydrous hydrohalogen acid in an organic protic or aprotic solvent.  
     
     
         16 . The compound according to  claim 5 , wherein an organic protic or aprotic solvent, in homogeneous or heterogeneous mixture with water, is used as co-solvent.  
     
     
         17 . The compound according to  claim 6 , wherein an organic protic or aprotic solvent, in homogeneous or heterogeneous mixture with water, is used as co-solvent.  
     
     
         18 . An isomer of the compound of  claim 1 .  
     
     
         19 . A tautomer of the compound of  claim 1.