Pyridinamine-pyridone and pyrimidinamine-pyridone compounds
AssigneeSprint Bioscience AB
InventorsJohan Lindström, Rickard Forsblom, Tobias Ginman, Fredrik Rahm, Jenny Viklund
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Abstract
The invention provides novel pyridinamine-pyridone and pyrimidinamine-pyridone compounds of formula (I), pharmaceutical compositions containing such compounds, and methods for using such compounds in treatment of diseases including cancer, type II diabetes, inflammatory disease, neurodegenerative disorders, cardiovascular disorders, autoimmune diseases and viral infections; wherein R1, R2, R3 and Z are as defined in the specification.
Claims18
1-52. (canceled)
A process for preparing a compound represented by Formula (I):
- wherein:
- R1 is phenyl or monocyclic 5-6 membered heteroaryl, each optionally substituted with one or more substituents selected from halogen, C1-C6alkyl, C3-C4cycloalkyl, C1-C6alkoxy, C1-C6haloalkyl, C1-C6haloalkoxy, amino, N—C1-C3alkylamino and N,N-diC1-C3alkylamino;
- R2 is selected from the group consisting of hydrogen, C1-C3haloalkyl and C1-C3alkyl;
- R3 is selected from the group consisting of A, phenyl and monocyclic heteroaryl, said phenyl and said heteroaryl being each optionally substituted with one or more of R4, R5, R6 and R7;
- R4, R5, R6 and R7 are independently selected from halogen, C1-C6alkyl, C3-C4cycloalkyl, C1-C6alkoxy, C1-C6haloalkyl, C1-C6haloalkoxy, azetidine, amino, N—C1-C3alkylamino, N,N-diC1-C3alkylamino, NHSO2R′, SO2R9 and hydroxy;
- R8 is C1-C3haloalkyl or C1-C3alkyl;
- R9 is selected from the group consisting of R10, C1-C6alkyl, amino, N—C1-C3alkylamino, N,N-diC1-C3alkylamino and C1-C3alkoxyC1-C3alkyl, wherein said C1-C6alkyl and C1-C3alkoxyC1-C3alkyl being each optionally substituted with one R10 and/or one or more halogen;
- R10 is selected from the group consisting of phenyl, benzyl, monocyclic heteroaryl, C3-C6cycloalkyl, heterocyclyl, each optionally substituted with one or more R11;
- R11 is selected from the group consisting of halogen, C1-C3haloalkyl, C3-C4cycloalkyl, C1-C3alkyl, amino, N—C1-C3alkylamino, N,N-diC1-C3alkylamino and C1-C3alkoxyC1-C3alkyl;
- A is
- R12 is selected from the group consisting of hydrogen, halogen, COR13, C1-C6alkyl, C3-C6cycloalkyl, C1-C3alkoxyC1-C3alkyl, C1-C6alkoxy, C3-C6cycloalkyl, C1-C3cyanoalkyl, and C1-C3haloalkyl;
- R13 is selected from the group consisting of C1-C3alkoxy, N—C1-C3alkylamino, N,N-diC1-C3alkylamino, 1-pyrrolidinyl, 1-piperidinyl and 1-azetidinyl;
- Y is selected from the group consisting of CH2, S, SO, S02, NR14, NCOR9, NCOOR15, NSO2R9, NCOCH2R9, O, or a bond;
- R14 is selected from the group consisting of H, C1-C3haloalkyl, C1-C3alkoxyC1-C3alkyl, C1-C3alkyl, and C3-C6cycloalkyl;
- R15 is selected from the group consisting of R10, C1-C6alkyl and C1-C3alkoxyC1-C3alkyl, and wherein said C1-C6alkyl and C1-C3alkoxyC1-C3alkyl being each optionally substituted with one R10 and/or one or more halogen;
- and
- Z is CH or N;
- or a pharmaceutically acceptable salt thereof;
- the process comprising:
- (i) providing a compound represented by Formula (III):
- wherein:
- R1, R2, R3, and Z are defined as above for Formula (I);
- and
- RX is selected from the group consisting of F, OCH3, OC(CH3)3, and OSiR′R″R′″;
- and
- R′, R″, and R′″ are each independently aryl or alkyl;
- and
- (ii) converting the compound represented by Formula (III) into the compound represented by Formula (I).
The process of claim 1, any one of claims 11 to 12 or claim 14, wherein R9 is selected from the group consisting of R10, N,N-diC1-C3alkylamino and methoxyC1-C3alkyl, said C1-C3alkyl being optionally substituted with one R10.
Dependencies are inferred from the claim text.