US 11,866,431 B2
Bicyclic compounds
Andrei W. Konradi, Burlingame, CA (US); and Tracy Tzu-Ling Tang Lin, Redwood City, CA (US)
Assigned to VIVACE THERAPEUTICS, INC., San Mateo, CA (US)
Appl. No. 17/291,765
Filed by Vivace Therapeutics, Inc., San Mateo, CA (US)
PCT Filed Nov. 7, 2019, PCT No. PCT/US2019/060350
§ 371(c)(1), (2) Date May 6, 2021,
PCT Pub. No. WO2020/097389, PCT Pub. Date May 14, 2020.
Claims priority of provisional application 62/916,739, filed on Oct. 17, 2019.
Claims priority of provisional application 62/758,364, filed on Nov. 9, 2018.
Prior Publication US 2023/0061429 A1, Mar. 2, 2023
Int. Cl. C07D 471/04 (2006.01); C07C 233/65 (2006.01); C07C 233/69 (2006.01); C07C 235/66 (2006.01); C07C 237/48 (2006.01); C07C 271/16 (2006.01); C07C 307/06 (2006.01); C07C 311/16 (2006.01); C07C 311/51 (2006.01); C07C 317/32 (2006.01); C07D 205/04 (2006.01); C07D 213/40 (2006.01); C07D 213/61 (2006.01); C07D 213/73 (2006.01); C07D 213/74 (2006.01); C07D 213/84 (2006.01); C07D 215/48 (2006.01); C07D 215/54 (2006.01); C07D 217/18 (2006.01); C07D 231/56 (2006.01); C07D 233/64 (2006.01); C07D 235/06 (2006.01); C07D 239/26 (2006.01); C07D 239/28 (2006.01); C07D 241/12 (2006.01); C07D 241/44 (2006.01); C07D 257/04 (2006.01); C07D 261/12 (2006.01); C07D 263/56 (2006.01); C07D 271/12 (2006.01); C07D 277/82 (2006.01); C07D 285/08 (2006.01); C07D 295/13 (2006.01); C07D 305/06 (2006.01); C07D 307/22 (2006.01); C07D 333/58 (2006.01); C07D 401/12 (2006.01); C07D 413/12 (2006.01)
CPC C07D 471/04 (2013.01) [C07C 233/65 (2013.01); C07C 233/69 (2013.01); C07C 235/66 (2013.01); C07C 237/48 (2013.01); C07C 271/16 (2013.01); C07C 307/06 (2013.01); C07C 311/16 (2013.01); C07C 311/51 (2013.01); C07C 317/32 (2013.01); C07D 205/04 (2013.01); C07D 213/40 (2013.01); C07D 213/61 (2013.01); C07D 213/73 (2013.01); C07D 213/74 (2013.01); C07D 213/84 (2013.01); C07D 215/48 (2013.01); C07D 215/54 (2013.01); C07D 217/18 (2013.01); C07D 231/56 (2013.01); C07D 233/64 (2013.01); C07D 235/06 (2013.01); C07D 239/26 (2013.01); C07D 239/28 (2013.01); C07D 241/12 (2013.01); C07D 241/44 (2013.01); C07D 257/04 (2013.01); C07D 261/12 (2013.01); C07D 263/56 (2013.01); C07D 271/12 (2013.01); C07D 277/82 (2013.01); C07D 285/08 (2013.01); C07D 295/13 (2013.01); C07D 305/06 (2013.01); C07D 307/22 (2013.01); C07D 333/58 (2013.01); C07D 401/12 (2013.01); C07D 413/12 (2013.01)] 12 Claims
 
1. A compound of Formula (IVa) or Formula (IVb), or a pharmaceutically acceptable salt or a pharmaceutically acceptable solvate thereof:

OG Complex Work Unit Chemistry
wherein,
RX is independently hydrogen, halogen, nitro, oxo, thioxo, imino, oximo, —OR3, —SR3, —CN, —C(═O)R2, —S(═O)R3, —S(═O)2R3, —N(R3)2, —NR3S(═O)2R3, —NR3C(═O)R3, —NR3C(═O)OR3, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C1-C6haloalkyl, substituted or unsubstituted C2-C4alkenyl, substituted or unsubstituted C2-C4alkynyl, substituted or unsubstituted C1-C6heteroalkyl, substituted or unsubstituted C3-C10cycloalkyl, substituted or unsubstituted C2-C10heterocycloalkyl, substituted or unsubstituted aralkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
each R2 is independently —CN, —OR3, —SR3, —S(═O)2R3, —N(R3)2, —C(═O)OR3, —N3, F, substituted or unsubstituted C1-C6alkyl, substituted or unsubstituted C1-C6haloalkyl, substituted or unsubstituted C1-C6heteroalkyl, substituted or unsubstituted C3-C10cycloalkyl, substituted or unsubstituted C2-C10heterocycloalkyl, substituted or unsubstituted aralkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
each R3 is independently hydrogen, substituted or unsubstituted C1-C6alkyl, substituted or unsubstituted C1-C6haloalkyl, substituted or unsubstituted C1-C6heteroalkyl, substituted or unsubstituted C3-C10cycloalkyl, substituted or unsubstituted C2-C10heterocycloalkyl, substituted or unsubstituted aralkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R5 is F, —SF5, substituted C1-C6alkyl, substituted or unsubstituted C1-C6haloalkyl, substituted C1-C6alkyloxy, or substituted C1-C6alkylthio;
and
n is 0, 1, 2, 3, or 4.