US 11,851,436 B2
Fused bicyclic pyrimidine derivatives and uses thereof
Philip Reigan, Castle Rock, CO (US); and Kimberly A. Casalvieri, Arvada, CO (US)
Assigned to THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE, Denver, CO (US)
Filed by The Regents of the University of Colorado, A Body Corporate, Denver, CO (US)
Filed on Jun. 3, 2022, as Appl. No. 17/831,469.
Claims priority of provisional application 63/196,432, filed on Jun. 3, 2021.
Prior Publication US 2023/0029430 A1, Jan. 26, 2023
Int. Cl. C07D 487/04 (2006.01); A61P 35/00 (2006.01)
CPC C07D 487/04 (2013.01) [A61P 35/00 (2018.01)] 18 Claims
 
1. A compound of Formula (0):

OG Complex Work Unit Chemistry
a stereoisomer thereof, a prodrug thereof, or a pharmaceutically acceptable salt thereof, wherein:
X is N or CH;
R1 is H, C1-C6 alkyl, or C5-C10 aryl, wherein the C5-C10 aryl is substituted with one or more R1a;
each R1a independently is -T1-R1b;
each T1 independently is absent, —O—*, —(C1-C6 alkyl)-*, or —O—(C1-C6 alkyl)-*, wherein * denotes attachment to R1b;
each R1b independently is —OH, —C(═O)OH, —C(═O)O—(C1-C6 alkyl), C5-C10 aryl, or 3- to 8-membered heterocycloalkyl, wherein the C5-C10 aryl or 3- to 8-membered heterocycloalkyl is optionally substituted with one or more OH or C1-C6 alkyl;
R2 is H or 3- to 8-membered heterocycloalkyl optionally substituted with one or more R2a;
each R2a independently is —NH2, —NH(C═O)O—(C1-C6 alkyl), —C(═O)OH, or —C(═O)NH—R2b; and
each R2b independently is C1-C6 alkyl or —(C1-C6 alkyl)-(C5-C10 aryl), wherein the C1-C6 alkyl or —(C1-C6 alkyl)-(C5-C10 aryl) is optionally substituted with one or more halogen or OH.