Substituted pyridinone-pyridinyl compounds
The present disclosure provides pyridinone-pyridinyl compounds useful in the treatment of p38 kinase mediated diseases, such as lymphoma and auto-inflammatory disease, having the structure of Formula (I): wherein R 1 , R 2 , R 3 , R 4 , R 5 , X and Y are as defined in the detailed description; pharmaceutical compositions comprising at least one of the compounds; and methods for treating p38 kinase mediated diseases using the compound.
1. A compound having the structure of Formula (I):
or a pharmaceutically acceptable salt thereof, wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is selected from the group consisting of C 1 -C 6 -alkyl, halo and —H;
R 2 is selected from the group consisting of alkyl and alkoxy; wherein the alkyl or alkoxy is optionally substituted with one or more substituents independently selected from the group consisting of cycloalkyl and aryl; and wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of alkyl, alkoxy and halo;
R 3 and R 4 are independently selected from the group consisting of alkyl, halo and —H; and
R 5 is selected from the group consisting of cycloalkyl, aryl, and five- or six-membered heterocyclyl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of halo, cyano, alkyl, hydroxyalkyl, alkoxyalkyl and aminoalkyl; and wherein the five- or six-membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of cyano, alkyl, hydroxyalkyl, alkoxyalkyl and aminoalkyl.
2. The compound according to claim 1 , wherein:
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro;
R 2 is alkoxy, optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and halo;
R 3 and R 4 are independently C 1 -C 3 -alkyl, halo or —H; and
R 5 is five- or six-membered heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
3. The compound according to claim 2 , wherein:
R 1 is methyl, bromo or chloro;
R 2 is alkoxy optionally substituted with phenyl optionally substituted with one or more halo substituents;
R 3 is methyl;
R 4 is —H, chloro or methyl; and
R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
4. The compound according to claim 3 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of chloro and fluoro; and
R 5 is pyridinyl or pyrimidinyl, wherein the pyridinyl or pyrimidinyl is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
5. The compound according to claim 4 , wherein the compound has the structure of Formula (IV):
wherein:
R 1 is methyl, bromo or chloro;
R 4 is —H, chloro or methyl;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
6. The compound according to claim 5 , selected from the group consisting of:
4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2″-(2-hydroxypropan-2-yl)-5′,6-dimethyl-2H-[1,4′:2′,4″-terpyridin]-2-one; and
2″-(tert-butyl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′:2′,4″-terpyridin]-2-one.
7. The compound according to claim 5 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-5′,6-di methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; and
4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one.
8. The compound according to claim 1 , wherein X is N and Y is CH.
9. The compound according to claim 8 , wherein:
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro;
R 2 is alkoxy optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and halo;
R 3 and R 4 are independently C 1 -C 3 -alkyl or —H; and
R 5 is five- or six-membered heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
10. The compound according to claim 9 , wherein:
R 1 is methyl or chloro;
R 2 is alkoxy optionally substituted with phenyl optionally substituted with one or more halo substituents;
R 3 is methyl;
R 4 is —H or methyl; and
R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
11. The compound according to claim 10 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of chloro and fluoro; and
R 5 is pyridinyl or pyrimidinyl, wherein the pyridinyl or pyrimidinyl is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
12. The compound according to claim 11 , wherein the compound has the structure of Formula (V):
wherein:
Z is selected from the group consisting of CH and N;
R 1 is methyl or chloro;
R 4 is —H or methyl; and
R 51 is methyl or hydroxy.
13. The compound according to claim 12 , selected from the group consisting of:
4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,3′-bipyridin]-2-one;
4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,3,6-trimethyl-2H-[1,3′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,3′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,6-dimethyl-2H-[1,3′-bipyridin]-2-one;
5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,3′-bipyridin]-2-one;
5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-2′,6-dimethyl-2H-[1,3′-bipyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2″-(2-hydroxypropan-2-yl)-6-methyl-2H-[1,3′:5′,4″-terpyridin]-2-one;
3-chloro-4-((2,4-difluorobenzyl)oxy)-2″-(2-hydroxypropan-2-yl)-2′,6-dimethyl-2H-[1,3′:5′,4″-terpyridin]-2-one;
2″-(tert-butyl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,3′:5′,4″-terpyridin]-2-one; and
2″-(tert-butyl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-2′,6-dimethyl-2H-[1,3′:5′,4″-terpyridin]-2-one.
14. The compound according to claim 1 , wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro;
R 2 is alkoxy, optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and halo;
R 3 and R 4 are independently C 1 -C 3 -alkyl, halo or —H; and
R 5 is five- or six-membered heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
15. The compound according to claim 14 , wherein:
R 1 is methyl, bromo or chloro;
R 2 is alkoxy optionally substituted with phenyl optionally substituted with one or more halo substituents;
R 3 is methyl;
R 4 is —H, chloro or methyl; and
R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
16. The compound according to claim 15 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of chloro and fluoro; and
R 5 is pyridinyl or pyrimidinyl, wherein the pyridinyl or pyrimidinyl is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
17. The compound according to claim 16 , wherein the compound has the structure of Formula (VI):
wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is methyl, bromo or chloro;
R 4 is —H, chloro or methyl;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
18. The compound according to claim 17 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; and
4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one.
19. A compound according to claim 1 , wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro;
R 2 is alkoxy, optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy;
R 3 and R 4 are independently C 1 -C 3 -alkyl, halo or —H; and
R 5 is five- or six-membered heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
20. The compound according to claim 19 , wherein:
R 1 is methyl, bromo or chloro;
R 2 is alkoxy optionally substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy;
R 3 is methyl;
R 4 is —H, chloro or methyl; and
R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
21. The compound according to claim 20 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy; and
R 5 is pyridinyl or pyrimidinyl, wherein the pyridinyl or pyrimidinyl is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
22. The compound according to claim 21 , wherein the compound has the structure of Formula (VII):
wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is methyl, bromo or chloro;
R 4 is —H, chloro or methyl;
R 21 is methyl or methoxy;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
23. The compound according to claim 22 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; and
2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one.
24. The compound according to claim 23 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one;
3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one;
3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; and
2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one.
25. A compound of 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one, or a pharmaceutically acceptable salt thereof.
26. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.
27. A method for treating lymphoma comprising administering to a subject in need thereof a therapeutically effective amount of a compound of claim 1 or pharmaceutically acceptable salt thereof.
28. The method of claim 27 , wherein the subject is a mammal selected from a canine and a humane.