IP Library Patent Application 15879175
Patent Application
App. No. 15/879,175

PYRAZOLO[1,5-A]PYRIDINE DERIVATIVES AND METHODS OF THEIR USE

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Quick Facts
Patent No.
US None
App. No.
15/879,175
Abstract

The invention is directed to pyrazolo[1,5-a]pyridine derivatives and their use as AXL and c-MET kinase inhibitors.

Claims (31)

1 . A compound of Formula I:

wherein

R 1 is H; halo; —C 1-6 alkyl; —C 1-6 alkoxy; optionally substituted pyridyl; optionally substituted pyrimidinyl; optionally substituted pyrazinyl; optionally substituted pyrazolyl; optionally substituted imidazolyl; optionally substituted isoxazolyl; optionally substituted oxazolyl; optionally substituted thiazolyl; optionally substituted isothiazolyl; optionally substituted morpholinyl; optionally substituted piperazinyl, optionally substituted piperidinyl; optionally substituted tetrahydropyranyl; optionally substituted pyrrolidinyl; tetrahydrothiopyranyl 1,1-dioxide; thiomorpholinyl 1,1-dioxide; pyrrolidinyl-one; piperidinyl-one; optionally substituted —NH-aryl; optionally substituted —NH-pyridyl; optionally substituted —NH-pyrimidinyl; —C(O)NHC 1-6 alkyl; —C(O)N(C 1-6 alkyl) 2 ; —NHS(O) 2 C 1-6 alkyl; —N(C 1-6 alkyl)S(O) 2 C 1-6 alkyl; —NHC(O)C 1-6 alkyl; —NC 1-6 alkylC(O)C 1-6 alkyl; —NHC(O)OC 1-6 alkyl; —NC 1-6 alkylC(O)OC 1-6 alkyl; —NHC(O)NHC 1-6 alkyl; —NC 1-6 alkylC(O)N(C 1-6 alkyl) 2 ; optionally substituted —NHC(O)-piperazinyl; or optionally substituted —NC 1-6 alkylC(O)-piperazinyl;

each R 2 is independently H, halo, —C 1-6 alkyl, —C 1-6 alkoxy, —OH, —O-alkaryl, or trihaloalkyl;

R 3 is H or halo;

A is CR 2 or N;

B is CR 2 or N;

Q is —S(O) 2 aryl optionally substituted with halo or C 1-6 alkyl; pyridyl optionally substituted with halo or —C(O)NHphenyl; pyrimidinyl; pyrazinyl;

—C(O)—NHC(O)-alkaryl optionally substituted with halo or C 1-6 alkyl;

—C(S)—NHC(O)-alkaryl optionally substituted with halo or C 1-6 alkyl;

—C(O)-alkaryl optionally substituted with halo or C 1-6 alkyl; —C(O)NH-aryl optionally substituted with halo, C 1-6 alkyl or C 1-6 alkoxy; —C(O)—O-aryl optionally substituted with halo, C 1-6 alkyl or C 1-6 alkoxy; or

wherein X is CR 6 , wherein R 6 is H or C 1-6 alkyl; or N;

R 4 is H; C 1-6 alkoxy; halo; —OC 1-6 alkylene-O—C 1-6 alkyl; —NHC 1-6 alkyl; or —N(C 1-6 alkyl) 2 ;

R 5 is aryl optionally substituted with halo or C 1-6 alkyl; or alkaryl optionally substituted with halo or C 1-6 alkyl;

or

wherein Y is C or N;

R 7 is H or C 1-6 alkyl;

R 8 is H; C 1-6 alkylene-O—C 1-6 alkyl; C 1-6 alkyl; C 1-6 alkylene-O—C 1-6 alkaryl; C 1-6 alkylene-OH;

R 9 is H, C 1-6 alkyl; or halo;

or

wherein

R 10 is H; halo; or C 1-6 alkyl;

or

wherein

R 11 is H or C 1-6 alkyl;

R 12 is H; C 1-6 alkyl; or aryl optionally substituted with halo

R 13 is H; C 1-6 alkyl; or trihaloC 1-6 alkyl;

or

wherein

R 14 is H; C 1-6 alkyl; or halo;

or a pharmaceutically acceptable salt thereof.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2018
From: HUDKINS, ROBERT L; ZULLI, ALLISON L
To: CEPHALON, INC.
Reel/Frame 045424/0021 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2018
From: CEPHALON, INC.
To: IGNYTA, INC.
Reel/Frame 045424/0164 →