Pyridine derivatives

Abstract

The invention relates to compound of formula (I)wherein R1 to R3 are as defined in the description and in the claims. The compound of formula (I) can be used as a medicament.

1 . A compound of formula (I) 
       
         
           
           
               
               
           
         
         wherein 
         R 1  is halophenyl, cycloalkylalkoxy, alkyloxetanylalkoxy, alkoxycarbonylpyrrolidinylalkoxy, alkoxycarbonylpyrrolidinyloxy, alkyl sulfonylphenylalkoxy, haloalkoxy, (alkyl)(halo)cycloalkylalkoxy, benzotriazolyloxy, halopyridinylalkoxy or halopyridinyl; 
         R 2  is halogen, cycloalkyl, haloalkyl, cycloalkylalkoxy, 2-oxa-6-azaspiro[3.3]heptyl or phenylalkoxy; 
         R 3  is —C(O)—NH—C(R 4 R 5 ) m (CH 2 ) n —R 6  or alkyloxadiazolyl; 
         R 4  and R 5  are independently selected from hydrogen, alkyl, hydroxyalkyl, haloalkyl, azetidinyl, cycloalkylalkyl and cycloalkyl; 
         R 6  is hydroxyl, hydroxycycloalkyl, alkoxycarbonyl, alkoxycycloalkyl, aminocarbonyl, phenyl, alkyl-1,2,4-oxadiazolyl, alkylaminocarbonyl, haloalkyl or alkyl-1,3,4-oxadiazolyl; 
         m is 0 or 1; and 
         n is 0 or 1; 
         or a pharmaceutically acceptable salt or ester thereof. 
       
     
     
         2 . A compound according to  claim 1 , wherein R 1  is alkoxycarbonylpyrrolidinylalkoxy, alkoxycarbonylpyrrolidinyloxy, alkylsulfonylphenylalkoxy, (alkyl)(halo)cycloalkylalkoxy, benzotriazolyloxy, halopyridinylalkoxy or halopyridinyl. 
     
     
         3 . A compound according to  claim 1 , wherein R 1  is tert.-butyloxycarbonylpyrrolidinylmethoxy, butyloxycarbonylpyrrolidinyloxy, methyl sulfonylphenylmethoxy, (methyl)(difluoro)cyclopropylmethoxy, benzotriazolyloxy, fluoropyridinylmethoxy or fluoropyridinyl. 
     
     
         4 . A compound according to  claim 1 , wherein R 2  is haloalkyl, cycloalkylalkoxy, 2-oxa-6-azaspiro[3.3]heptyl or phenylalkoxy. 
     
     
         5 . A compound according to  claim 1 , wherein R 2  is hydrogen, trifluoromethyl, cyclopropylmethoxy, 2-oxa-6-azaspiro[3.3]heptyl or phenylmethoxy. 
     
     
         6 . A compound according to  claim 1 , wherein R 3  is —C(O)—NH—C(O)—NH—C(R 4 R 5 ) m (CH 2 ) n —R 6  or tert.-butyloxadiazolyl. 
     
     
         7 . A compound according to  claim 1 , wherein R 6  is hydroxyl, alkoxycarbonyl, aminocarbonyl or alkylaminocarbonyl. 
     
     
         8 . A compound according to  claim 1 , wherein R 6  is hydroxyl, methoxycarbonyl, aminocarbonyl or methylaminocarbonyl. 
     
     
         9 .- 13 . (canceled) 
     
     
         14 . A pharmaceutical composition comprising a compound in accordance with  claim 1 , or a pharmaceutically acceptable salt thereof, and a therapeutically inert carrier. 
     
     
         15 .- 17 . (canceled) 
     
     
         18 . A method for the treatment of pain, neuropathic pain, asthma, osteoporosis, inflammation, psychiatric diseases, psychosis, oncology, encephalitis, malaria, allergy, immunological disorders, arthritis, gastrointestinal disorders, psychiatric disorders rheumatoid arthritis, psychosis or allergy, which method comprises administering an effective amount of a compound of  claim 1  to a patient in need thereof. 
     
     
         19 . (canceled) 
     
     
         20 . A process for the preparation of a compound according to  claim 1 , comprising the reaction of a compound of formula (A) 
       
         
           
           
               
               
           
         
         in the presence of NH 2 R, an amide bond forming coupling agent and a base. 
       
     
     
         21 . A compound manufactured according to the process of  claim 20 . 
     
     
         22 . A process for the preparation of a compound according to  claim 1 , comprising heating a compound of formula (B) 
       
         
           
           
               
               
           
         
         wherein R is —C(R 4 R 5 ) m (CH 2 ) n —R 6  and wherein R 1 , R 2 , R 4 , R 5 , R 6 , m and n are as defined  claim 1 . 
       
     
     
         23 . A compound manufactured according to the process of  claim 22 .