US 12,227,504 B2
Spirocyclic compounds
Christopher G. Nasveschuk, Stoneham, MA (US); Fabian Dey, Basel (CH); Annick Goergler, Basel (CH); Bernd Kuhn, Reinach BL (CH); Roger Norcross, Basel (CH); Stephan Roever, Basel (CH); and Philipp Schmid, Basel (CH)
Assigned to C4 Therepeutics, Inc., Watertown, MA (US)
Filed by C4 Therapeutics, Inc., Watertown, MA (US)
Filed on Jan. 24, 2023, as Appl. No. 18/100,992.
Application 18/100,992 is a continuation of application No. 17/072,896, filed on Oct. 16, 2020, granted, now 11,584,748.
Application 17/072,896 is a continuation of application No. PCT/US2019/027747, filed on Apr. 16, 2019.
Claims priority of application No. 18167561 (EP), filed on Apr. 16, 2018; and application No. 18168269 (EP), filed on Apr. 19, 2018.
Prior Publication US 2023/0416251 A1, Dec. 28, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 471/10 (2006.01); A61K 31/438 (2006.01); C07D 519/00 (2006.01)
CPC C07D 471/10 (2013.01) [C07D 519/00 (2013.01)] 13 Claims
 
1. A compound selected from the group consisting of:

OG Complex Work Unit Chemistry
or a pharmaceutically acceptable salt thereof;
wherein:
X1a is selected from aryl and aryl substituted by R2a,
X1b is selected from aryl and aryl substituted by R2b,
X1c is selected from the group consisting of aryl and aryl substituted with R2c;
X1d is selected from the group consisting of aryl and aryl substituted with R2d,
X2a is selected from the group consisting of heterocyclyl, heterocyclyl substituted by R3, heteroaryl, and heteroaryl substituted by R4;
X3a is selected from the group consisting of hydrogen, heterocyclyl, heterocyclyl substituted by R3, and heteroaryl substituted by R4;
R1 is absent or ═O;
R2a is selected from the group consisting of: —C(═O)—O—C1-6-alkyl; —NH—C(═O)—C1-6-alkyl; —NH2; —OH; and —NO2;
R2b is selected from the group consisting of: —C(═O)—O—C1-6-alkyl; —NH—C(═O)—C1-6-alkyl; —NH2; and —NO2;
R2c is selected from the group consisting of: —C(═O)—O—C1-6-alkyl; —NH—C(═O)—C1-6-alkyl; and —NO2;
R2d is selected from the group consisting of: —C(═O)—O—C1-6-alkyl; —NH—C(═O)—C1-6-alkyl; and —NO2;
R3 is selected from the group consisting of —C(═O)—C1-6-alkyl and ═O; and
R4 is selected from the group consisting of —C(═O)—O—C1-6-alkyl; C1-6alkyl; —NH2; —NH—C(═O)—C1-6-alkyl; and —NO2.