Heterocyclic compounds

Abstract

A process for the preparation of a compound of formula (I) comprising the steps: (a) reacting a compound of formula (II) wherein L and L′ are suitable leaving groups, with a compound of formula (III) UNH 2   (III) to prepare a compound of formula (IV) and subsequently (b) substituting the group R 1 by replacement of the leaving group L′.

1 . A process for the preparation of a compound of formula (I)  
       
         
           
           
               
               
           
         
       
       wherein; 
 Y is CR 1  and V is N;  
 or Y is CR 1  and V is CR 2 ;  
 R 1  represents a group CH 3 SO 2 CH 2 CH 2 NHCH 2 —Ar—, wherein Ar is selected from furan or thiazole, each of which may optionally be substituted by one or two halo, C 1-4  alkyl or C 1-4  alkoxy groups;  
 R 2  is selected from the group consisting of hydrogen, halo, hydroxy, C 1-4  alkyl, C 1-4  alkoxy, C 1-4  alkylamino and di(C 1-4  alkyl)amino;  
 U represents a phenyl, pyridyl, 3H-imidazolyl, indolyl, isoindolyl, indolinyl, isoindolinyl, 1H-indazolyl, 2,3-dihydro-1H-indazolyl, 1H-benzimidazolyl, 2,3-dihydro-1H-benzimidazolyl or 1H-benzotriazolyl group, substituted by an R 3  group and optionally substituted by at least one independently selected R 4  group;  
 R 3  is selected from a group consisting of benzyl, halo-, dihalo- and trihalobenzyl, benzoyl, pyridylmethyl, pyridylmethoxy, phenoxy, benzyloxy, halo-, dihalo- and trihalobenzyloxy and benzenesulphonyl;  
 or R 3  represents a group of formula  
                     
 wherein each R 5  is independently selected from halogen, C 1-4  alkyl and C 1-4  alkoxy; and n is 0 to 3;  
 each R 4  is independently hydroxy, halogen, C 1-4  alkyl, C 2-4  alkenyl, C 2-4  alkynyl, C 1-4  alkoxy, amino, C 1-4  alkylamino, di(C 1-4  alkyl)amino, C 1-4  alkylthio, C 1-4  alkylsulphinyl, C 1-4  alkylsulphonyl, C 1-4  alkylcarbonyl, carboxy, carbamoyl, C 1-4  alkoxycarbonyl, C 1-4  alkanoylamino, N-(C 1-4  alkyl)carbamoyl, N,N-di(C 1-4  alkyl)carbamoyl, cyano, nitro and trifluoromethyl;  
 comprising the steps:  
                     
 wherein Y′ is CL′ and V′ is N;  
 or Y′ is CL′ and V′ is CR 2 ;  
 wherein L and L′ are suitable leaving groups,  
 with a compound of formula (III)  
 UNH 2   (III)  
 to prepare a compound of formula (IV)  
                     
 and subsequently (b) substituting the group R 1  by replacement of the leaving group L′.  
 
     
     
         2 . A process for the preparation of a compound of formula (I) as defined in  claim 1  which comprises the steps:  
       
         
           
           
               
               
           
         
       
       wherein U is as defined in  claim 1;  
 Y″ is CT and V″ is N;  
 or Y″ is CT and V″ is CR 2 ;  
 wherein R is as defined in  claim 1  and T is a group Ar substituted with formyl, CH 3 SCH 2 CH 2 NHCH 2 —; or CH 3 SOCH 2 CH 2 NHCH 2 —;  
 and (b) subsequently converting the group T into the group R 1 .  
 
     
     
         3 . The process of  claim 2 , wherein the Group T is converted into the group R 1  by reductive amination.  
     
     
         4 . The process of  claim 2 , wherein the Group T is converted into the group R 1  by oxidation.  
     
     
         5 . The process of  claim 1 , further comprising converting the compound of formula (I) thereby obtained into another compound of formula (I), wherein said conversion is effected by akylthio group oxidation, nitro group reduction, amino group acylation, or amino group substitution.  
     
     
         6 . The process of  claim 2 , further comprising converting the compound of formula (I) thereby obtained into another compound of formula (I), wherein said conversion is effected by akylthio group oxidation, nitro group reduction, amino group acylation, or amino group substitution.