US 12,391,712 B2
Phosphate derivatives of RORgamma modulators and uses thereof
Jean-François Delhomel, Arras (FR); Robert Walczak, Lille (FR); Peggy Parroche, Loos (FR); and Anne-Marie Saveret, Asnieres-les-Dijon (FR)
Assigned to GENFIT, Loos (FR)
Appl. No. 17/786,593
Filed by GENFIT, Loos (FR)
PCT Filed Dec. 17, 2020, PCT No. PCT/EP2020/086904
§ 371(c)(1), (2) Date Jun. 17, 2022,
PCT Pub. No. WO2021/123076, PCT Pub. Date Jun. 24, 2021.
Claims priority of application No. 19306700 (EP), filed on Dec. 19, 2019.
Prior Publication US 2023/0039185 A1, Feb. 9, 2023
Int. Cl. C07F 9/6558 (2006.01); A61K 9/00 (2006.01); C07F 9/572 (2006.01); C07F 9/6539 (2006.01)
CPC C07F 9/65586 (2013.01) [A61K 9/008 (2013.01); C07F 9/5728 (2013.01); C07F 9/6539 (2013.01); C07F 9/65583 (2013.01)] 14 Claims
 
1. A compound having the following formula (I):

OG Complex Work Unit Chemistry
or a stereoisomer or a pharmaceutically acceptable salt thereof
wherein:
A is a ring of the following formula (a):

OG Complex Work Unit Chemistry
in which:
B represents a NH group; an oxygen atom; or a SO2 group,
R7 represents a hydrogen, a halogen, or a (C1-C6)alkyloxy group, and
R8 represents a hydrogen or a (C1-C6)alkyl group,
R1a and R1c represent independently a hydrogen, a (C1-C6)alkyl group, a (C1-C6)alkyloxy group, a halogen, or a heterocycloalkyl optionally substituted by a (C1-C6)alkyl group;
R2 represents a (C1-C6)alkyl group or a ring selected from the group consisting of a cycloalkyl, a heterocycloalkyl, an aryl, and a heteroaryl, said ring being optionally substituted by at least one radical selected from the group consisting of a (C1-C6)alkyl group, and a halogen;
R3 and R3′ represent independently a hydrogen or a (C1-C6)alkyl group, or
R3 and R3′ may form together, with the carbon atom to which they are attached, a cycloalkyl;
X represents a (C1-C6)alkyl group; and
R5 and R6 represent independently a hydrogen or a (C1-C6)alkyl group.