Pyridinyl substituted oxoisoindoline compounds

Abstract

Disclosed are compounds of Formula (I):or a salt thereof, wherein R1, R2, R4, R6, m, and n are defined herein. Also disclosed are methods of using such compounds to inhibit Helios protein, and pharmaceutical compositions comprising such compounds. These compounds are useful in the treatment of viral infections and proliferative disorders, such as cancer.

What is claimed is: 
     
         1 . A compound of Formula (I): 
       
         
           
           
               
               
           
         
         or a salt thereof, wherein: 
         R 1  is or —NH(CH 3 ); 
         each R 2  is independently F, Cl, —CN, C 1-4  alkyl, —CH 2 F, —CHF 2 , —CF 3 , —OCH 3 , or cyclopropyl; 
         each R 4  is independently F, Cl, —CH 3 , —CH 2 F, —CHF 2 , —CF 3 , or —OCH 3 ; 
         R 6  is C 1-2  alkyl, or C 1-2  fluoroalkyl; 
         m is zero, 1, 2, or 3; and 
         n is zero, 1, 2, or 3. 
       
     
     
         2 . (canceled) 
     
     
         3 . (canceled) 
     
     
         4 . The compound according to  claim 1  or a salt thereof, wherein each R 2  is independently F, —CN, —CH 3 , or —CF 3 . 
     
     
         5 . The compound according to  claim 1  or a salt thereof, wherein R 6  is C 1-2  alkyl, —CH 2 F, —CF 2 H, —CF 3 , or —CH 2 CF 3 . 
     
     
         6 . The compound according to  claim 1  or a salt thereof, wherein R 6  is —CH 3 . 
     
     
         7 . The compound according to  claim 1  or a salt thereof, wherein:
 R 6  is C 1-2  alkyl, —CH 2 F, —CF 2 H, —CF 3 , or —CH 2 CF 3 ; and 
 m is zero. 
 
     
     
         8 . The compound according to  claim 1  or a salt thereof, wherein:
 R 6  is —CH 3 ; and 
 m is zero. 
 
     
     
         9 . The compound according to  claim 1  or a salt thereof, wherein each R 4  is independently F, —CH 3 , —CHF 2 , or —CF 3 . 
     
     
         10 . (canceled) 
     
     
         11 . (canceled) 
     
     
         12 . (canceled) 
     
     
         13 . The compound according to  claim 1  or a salt thereof, wherein said compound is:
 3-((S)-5-(4,5-dimethyl-6-(methylamino)pyridin-2-yl)-3-methyl-1-oxoisoindolin-2-yl) piperidine-2,6-dione (12); 
 3-((R)-5-(4,5-dimethyl-6-(methylamino)pyridin-2-yl)-3-methyl-1-oxoisoindolin-2-yl) piperidine-2,6-dione (13); 
 6-((3 S)-2-(2,6-dioxopiperidin-3-yl)-3-methyl-1-oxoisoindolin-5-yl)-4-methyl-2-(methylamino) nicotinonitrile (14); or 
 6-((3R)-2-(2,6-dioxopiperidin-3-yl)-3-methyl-1-oxoisoindolin-5-yl)-4-methyl-2-(methylamino)nicotinonitrile (15). 
 
     
     
         15 . (canceled) 
     
     
         16 . (canceled) 
     
     
         17 . (canceled) 
     
     
         18 . (canceled) 
     
     
         19 . (canceled) 
     
     
         20 . (canceled)