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US 2020/0270248 A1Published application
8-(azetidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridinyl compounds, compositions and methods of use thereof
AssigneeGenentech, Inc.
InventorsSimon Charles GOODACRE, Mark ZAK, F. Anthony ROMERO, Yun-Xing CHENG, Limin CHENG, Rongbao HUA
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Abstract
Compounds of Formula (I) and (II), or a stereoisomer, tautomer, solvate, prodrug or salt thereof, and methods of use as Janus kinase inhibitors are described herein.
Claims26
A compound of Formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- Ring A is phenyl, pyridinyl, pyrazolyl or isoquinolinyl;
- n is 0, 1 or 2;
- R2 is selected from
- (i) —(C0-C6 alkylene)-Rc,
- (ii) —C(O)—NH—(C1-C6 alkyl optionally substituted by halogen, OH or CN) or
- (iii) —C(O)-(azetidinyl optionally substituted by C1-C6 alkyl or C1-C6 haloalkyl);
- R3, R4 and R5 are each independently selected from the group consisting of hydrogen, CH3, CH2CH3, OCH3, CF3, F and Cl;
- R6 is H or C1-C3 alkyl;
- R1a independently at each occurrence is halogen, C1-C6 alkyl optionally substituted by halogen, CN or OH, C1-C6 alkoxy, 3-10 membered cycloalkyl, 3-10 membered heterocycloalkyl, —C(O)—NRaRb, —C(O)-(3-10 membered heterocycloalkyl optionally substituted by C1-C6 alkyl, 3-7 membered heterocycloalkyl or —C(O)-(3-7 membered heterocycloalkyl optionally substituted by C1-C6 alkyl);
- Ra and Rb are independently selected from a group consisting of hydrogen,-C1-C6 alkyl optionally substituted by halogen, OH, CN or C1-C6 alkoxy, —C(O)—(C1-C6 alkylene)-(3-10 membered cycloalkyl), —(C0-C6 alkylene)-(5-6 membered heteroaryl optionally substituted by C1-C6 alkyl), —(C0-C6 alkylene)-(3-7 membered heterocycloalkyl optionally substituted by C1-C6 alkyl or 3-7 membered heterocycloalkyl) and
- and
- Rc is 3-10 membered cycloalkyl, 3-10 membered heterocycloalkyl, phenyl or 5-6 membered heteroaryl, wherein Rc is optionally substituted by halogen, CN, OH, C1-C6 alkyl optionally substituted by halogen, OH, CN, C1-C6 alkoxy or C1-C6 thioalkyl, C1-C6 alkoxy optionally substituted by halogen, C1-C6 thioalkyl optionally substituted by halogen, —(C0-C6 alkylene)-NRaRb, —(C0-C6 alkylene)-3-7 membered cycloalkyl, —(C0-C6 alkylene)-(3-10 membered heterocycloalkyl optionally substituted by halogen, OH, CN, C1-C6 alkyl or C1-C6 haloalkyl), —(C0-C6 alkylene)-(phenyl optionally substituted by halogen, OH, CN, C1-C6 alkyl or C1-C6 haloalkyl) or —(C0-C6 alkylene)-(5-6 membered heteroaryl optionally substituted by halogen, OH, CN, C1-C6 alkyl or C1-C6 haloalkyl).
10 more elements
A compound of Formula (II):
- or a pharmaceutically acceptable salt thereof, wherein:
- Ring B is phenyl or 5-6 membered heteroaryl;
- R2 is selected from
- (i) —(C0-C6 alkylene)-Rc,
- (ii) —C(O)—NH—(C1-C6 alkyl optionally substituted by halogen, OH or CN) or
- (iii) —C(O)-(azetidinyl optionally substituted by C1-C6 alkyl or C1-C6 haloalkyl);
- R3, R4 and R5 are each independently selected from the group consisting of hydrogen, CH3, CH2CH3, OCH3, CF3, F and Cl;
- R6 is H or C1-C3 alkyl;
- R1b and R1c taken together form a 3-10 membered heterocycloalkyl optionally substituted by C1-C6 alkyl optionally substituted by halogen, CN, OH or C1-C6 alkoxy, —(C0-C6 alkylene)-(3-7 membered heterocycloalkyl optionally substituted by C1-C6 alkyl, —C(O)—(C1-C6 alkyl), —C(O)O—(C1-C6 alkyl) or —(C0-C6 alkylene)-C(O)—NRaRb) or —(C0-C6 alkylene)-NRaRb;
- Ra and Rb are independently selected from a group consisting of hydrogen,-C1-C6 alkyl optionally substituted by halogen, OH, CN or C1-C6 alkoxy, —C(O)—(C1-C6 alkylene)-(3-10 membered cycloalkyl), —(C0-C6 alkylene)-(5-6 membered heteroaryl optionally substituted by C1-C6 alkyl), —(C0-C6 alkylene)-(3-7 membered heterocycloalkyl optionally substituted by C1-C6 alkyl or 3-7 membered heterocycloalkyl) and
- and
- Rc is 3-10 membered cycloalkyl, 3-10 membered heterocycloalkyl, phenyl or 5-6 membered heteroaryl, wherein Rc is optionally substituted by halogen, CN, OH, C1-C6 alkyl optionally substituted by halogen, OH, CN, C1-C6 alkoxy or C1-C6 thioalkyl, C1-C6 alkoxy optionally substituted by halogen, C1-C6 thioalkyl optionally substituted by halogen, —(C0-C6 alkylene)-NRaRb, —(C0-C6 alkylene)-3-7 membered cycloalkyl, —(C0-C6 alkylene)-(3-10 membered heterocycloalkyl optionally substituted by halogen, OH, CN, C1-C6 alkyl or C1-C6 haloalkyl), —(C0-C6 alkylene)-(phenyl optionally substituted by halogen, OH, CN, C1-C6 alkyl or C1-C6 haloalkyl) or —(C0-C6 alkylene)-(5-6 membered heteroaryl optionally substituted by halogen, OH, CN, C1-C6 alkyl or C1-C6 haloalkyl).
9 more elements
Dependencies are inferred from the claim text.