Patent ID: 11878979
Assignee: BIAL—R&D INVESTMENTS, S.A.
Field: Pharmaceuticals (Chemistry)
Classification: CPC C  A | IPC A  C

Claim 0:
1. A compound of Formula II:, or a pharmaceutically acceptable salt thereof, wherein:
X is halogen;
R1 represents independently for each occurrence C1-C6 alkyl, halogen, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, —(C1-C4 alkylene)-O—(C1-C6 alkyl), —(C1-C4 alkylene)-O—(C3-C6 cycloalkyl), 3-6 membered heterocyclyl, 6-membered aryl, cyano, or —N(R5)2;
R2 is hydrogen, C1-C6 alkyl, halogen, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, —(C1-C4 alkylene)-O—(C1-C6 alkyl), —(C1-C4 alkylene)-O—(C3-C6 cycloalkyl), 3-6 membered heterocyclyl, 6-membered aryl, cyano, or —N(R5)2;
R3 is hydrogen, C1-C6 alkyl, or C3-C6 cycloalkyl;
R4 is one of the following:
(a) C3-C8 cycloalkyl substituted by 1, 2, or 3 substituents independently selected from the group consisting of C1-C8 alkyl, halogen, C1-C6 haloalkyl, C3-C6 cycloalkyl, —(C1-C6 alkylene)-(C3-C6 cycloalkyl), hydroxyl, C1-C6 alkoxy, —O—(C3-C6 cycloalkyl), —O—(C3-C6 cycloalkyl), C2-C4 alkynyl, —(C2-C4 alkynyl)-C1-C6 alkoxy, and saturated 3-8 membered heterocyclyl;
(b) phenyl that is (i) substituted by C2-C4 alkynyl or —(C2-C4 alkynyl)-C1-C6 alkoxy, and (ii) optionally substituted by 1 or 2 substituents independently selected from the group consisting of C1-C8 alkyl, halogen, C1-C6 haloalkyl, C3-C6 cycloalkyl, —(C1-C6 alkylene)-(C3-C6 cycloalkyl), hydroxyl, C1-C6 alkoxy, —O—(C3-C6 cycloalkyl), —O—(C3-C6 cycloalkyl), heteroaryl, saturated 3-8 membered heterocyclyl, and amino; or
(c) a partially unsaturated 9-10 membered bicyclic carbocyclyl, a partially unsaturated 8-10 membered bicyclic heterocyclyl, a 9-13 membered spiroheterocycloalkyl, or —(C2-C6 alkylene)-O-phenyl; each of which is optionally substituted by 1, 2, or 3 substituents independently selected from the group consisting of C1-C8 alkyl, halogen, C1-C6 haloalkyl, C3-C6 cycloalkyl, —(C1-C6 alkylene)-(C3-C6 cycloalkyl), hydroxyl, C1-C6 alkoxy, —O—(C3-C6 cycloalkyl), —O—(C3-C6 cycloalkyl), C2-C4 alkynyl, —(C2-C4 alkynyl)-C1-C6 alkoxy, aryl, —O-aryl, heteroaryl, saturated 3-8 membered heterocyclyl, amino, and —CO2R5;

R5 represents independently for each occurrence hydrogen, C1-C6 alkyl, or C3-C6 cycloalkyl; or two occurrences of R5 attached to the same nitrogen atom are taken together with the nitrogen atom to which they are attached to form a 3-8 membered heterocyclic ring;
Y is a bond, —C(O)—, C1-C6 alkylene, C1-C6 haloalkylene, or C3-C6 cycloalkylene; and
n is 0, 1, or 2.