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US 10,377,738 B2Granted
Pyridone derivatives for the treatment of viral infections and further diseases
AssigneeJanssen Sciences Ireland Unlimited Company
InventorsDavid Craig McGowan, Pierre Jean-Marie Bernard Raboisson
Life of this patent
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Abstract
This invention relates to pyridone derivatives, processes for their preparation, phamaceutical compositions, and their use in therapy.
Claims33
A compound of formula (I)
- or a pharmaceutically acceptable salt, solvate or polymorph thereof, wherein
- R1 is C1-6 alkyl, optionally substituted by one or more substituents independently selected from the group consisting of aryl, halogen, OH, NH2, CO2H, CO2C1-3alkyl, C(O)NHC1-3alkyl, C(O)NHSO2C1-3alkyl, C1-3 alkyl, C3-6 cycloalkyl, SO2C1-3alkyl, S(O)C1-3alkyl, SO2NHC1-3alkyl, heterocyclyl and CN;
- and
- R2, R3, R4, and R5 are each independently selected from the group consisting of hydrogen, halogen, C1-3alkyl, C1-3alkoxy, C3-6cycloalkyl, aryl, —CF3 and heterocyclyl;
- or wherein
- R2 and R3 form a 5-7 membered saturated or partially saturated monocyclic moiety optionally containing one or more heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur,
- R3 and R4 form a 5-7 membered saturated or partially saturated monocyclic moiety optionally containing one or more heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, or
- R4 and R5 form a 5-7 membered saturated or partially saturated monocyclic moiety optionally comprising one or more heteroatoms selected from nitrogen, oxygen or sulfur.
5 more elements
A method of preparing a compound of formula (I), said method comprising reacting a compound of formula A
- with a compound of formula A-1
- R1—NH2 A-1
- to form the compound of formula B
- reducing the compound of formula B to form a compound of formula D
- and
- reacting the compound of formula D with a compound of formula D-1
- to form a compound of formula I
- wherein R1 is C1-6 alkyl, optionally substituted by one or more substituents independently selected from the group consisting of aryl, halogen, OH, NH2, CO2H, CO2C1-3alkyl, C(O)NHC1-3alkyl, C(O)NHSO2C1-3alkyl, C1-3alkyl, C3-6cycloalkyl, SO2C1-3alkyl, S(O)C1-3alkyl, SO2NHC1-3alkyl, heterocyclyl and CN;
- R2, R3, R4, and R5 are each independently selected from the group consisting of hydrogen, halogen, C1-3 alkyl, C1-3 alkoxy, C3-6 cycloalkyl, aryl, —CF3 and heterocyclyl;
- or
- R2 and R3 form a 5-7 membered saturated or partially saturated monocyclic moiety optionally containing one or more heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur,
- R3 and R4 form a 5-7 membered saturated or partially saturated monocyclic moiety optionally containing one or more heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, or
- R4 and R5 form a 5-7 membered saturated or partially saturated monocyclic moiety optionally comprising one or more heteroatoms selected from nitrogen, oxygen or sulfur.
10 more elements
Dependencies are inferred from the claim text.