US 12,435,078 B2
Pyridazinones and methods of use thereof
Maolin Yu, West Roxbury, MA (US); Matthew H. Daniels, Somerville, MA (US); Jean-Christophe P. Harmange, Andover, MA (US); Thomas T. Tibbitts, Westford, MA (US); Mark W. Ledeboer, Acton, MA (US); Goran Malojcic, Boston, MA (US); Liron Walsh, Newton, MA (US); and Peter H. Mundel, Brookline, MA (US)
Assigned to GFB (ABC), LLC, Foxboro, MA (US)
Appl. No. 16/648,606
Filed by Goldfinch Bio, Inc., Cambridge, MA (US)
PCT Filed Sep. 18, 2018, PCT No. PCT/US2018/051465
§ 371(c)(1), (2) Date Mar. 18, 2020,
PCT Pub. No. WO2019/055966, PCT Pub. Date Mar. 21, 2019.
Claims priority of provisional application 62/655,985, filed on Apr. 11, 2018.
Claims priority of provisional application 62/559,840, filed on Sep. 18, 2017.
Prior Publication US 2023/0203028 A1, Jun. 29, 2023
Int. Cl. C07D 471/04 (2006.01); A61P 13/12 (2006.01); C07D 237/22 (2006.01); C07D 401/12 (2006.01); C07D 401/14 (2006.01); C07D 403/04 (2006.01); C07D 487/08 (2006.01); C07D 487/10 (2006.01)
CPC C07D 471/04 (2013.01) [A61P 13/12 (2018.01); C07D 237/22 (2013.01); C07D 401/12 (2013.01); C07D 401/14 (2013.01); C07D 403/04 (2013.01); C07D 487/08 (2013.01); C07D 487/10 (2013.01)] 10 Claims
 
1. A compound represented by Formula (I) or (III), or a tautomer or a pharmaceutically acceptable salt thereof;

OG Complex Work Unit Chemistry
wherein
R1 and R3 are independently selected from the group consisting of H, alkyl, alkenyl, alkynyl, aryl, heterocyclyl, heteroaryl, halogen, —OH, —CN, -cycloalkyl, —O-alkyl, —O-cycloalkyl, —O-aryl, -aryl-O-aryl, —CF3, —C(H)F2, alkylene-CF3, alkylene-C(H)F2, —SO2-alkyl, and —O-alkylene-O-alkyl;
R2 is a -heterocyclyl-L-R4 selected from the group consisting of:

OG Complex Work Unit Chemistry
 wherein L is methylene or —C(R5)(R6)-, and R4 is aryl, alkylene-aryl, alkylene-heteroaryl, heteroaryl, or heterocyclyl;

OG Complex Work Unit Chemistry
 wherein R4 is an oxazole ring, pyrazole ring, pyridine ring, pyrazine ring, pyridazine ring, or pyrimidine ring, wherein R4 is substituted with at least one substituent independently selected from the group consisting of alkyl, cycloalkyl, halogen, —CN, —CF3, and -C(H)F2; and
(C) a -heterocyclyl-L-R4 wherein the heterocyclyl is selected from

OG Complex Work Unit Chemistry
 wherein R7 is H, alkyl, —O-aryl, —O-alkyl, or cycloalkyl; L is methylene or —C(R5)(R6)-; and R4 is aryl, alkylene-aryl, alkylene-heteroaryl, heteroaryl, or heterocyclyl;
R5 is independently H or alkyl; and
R6 is selected from the group consisting of alkyl and -CF3.