US 12,187,719 B2
Proteolysis targeting chimera (PROTACS) as degraders of SMARCA2 and /or SMARCA4
Alessio Ciulli, Dundee (GB); Christian Dank, Deutschkreutz (AT); Emelyne Diers, Dundee (GB); William Farnaby, Fife (GB); Michael Roy, Southbank (AU); Steffen Steurer, Vienna (AT); and Nicole Trainor, Dundee (GB)
Assigned to Boehringer Ingelheim International GmbH, Ingelheim am Rhein (DE)
Appl. No. 17/285,491
Filed by Boehringer Ingelheim International GmbH, Ingelheim am Rhein (DE)
PCT Filed Oct. 14, 2019, PCT No. PCT/EP2019/077830
§ 371(c)(1), (2) Date Jan. 12, 2024,
PCT Pub. No. WO2020/078933, PCT Pub. Date Apr. 23, 2020.
Claims priority of application No. 18200596 (EP), filed on Oct. 16, 2018.
Prior Publication US 2021/0380579 A1, Dec. 9, 2021
Int. Cl. C07D 417/14 (2006.01); A61K 45/06 (2006.01); C07D 417/12 (2006.01); A61P 35/00 (2006.01); C07K 5/062 (2006.01)
CPC C07D 417/14 (2013.01) [A61K 45/06 (2013.01); C07D 417/12 (2013.01)] 21 Claims
 
1. A compound of formula (I)

OG Complex Work Unit Chemistry
wherein
each R1 is independently selected from the group consisting of halogen, —CN, —CF3, —OCF3, C1-3alkyl and C1-3 alkoxy;
t is 0, 1 or 2;
ring A is selected from the group consisting of C4-7cycloalkylene, C4-7 cycloalkenylene and 4-7 membered nitrogen-containing heterocyclylene, wherein said C4-7cycloalkylene, C4-7cycloalkenylene and 4-7 membered nitrogen-containing heterocyclylene is optionally substituted with one or more, identical or different substituent(s) selected from the group consisting of halogen, C1-4alkyl and oxo;
G is selected from the group consisting of a bond, —NH—, —N(C1-4alkyl)- and —O—;
LK is —U—V—W—, wherein U binds to G;
U is selected from the group consisting of a bond, carbonyl, C1-12alkylene, C6-10arylene, 5-10 membered heteroarylene, —(CH2)˜O- and —O(CH2)n—;
V is selected from the group consisting of a bond, carbonyl, C1-12alkylene, C6-10arylene, 5-10 membered heteroarylene, —(CH2)nO— and —O(CH2)n—;
W is selected from the group consisting of a bond, carbonyl, C1-12alkylene, C6-10arylene, 5-10 membered heteroarylene, —(CH2)˜O- and —O(CH2)n—;
wherein each of said C6-10arylene and of said 5-10 membered heteroarylene in U,
V and W is optionally independently substituted with one to three, identical or different substituent(s) selected from the group consisting of halogen, C1-4alkyl, C1-4alkoxy and —CN;
wherein at least one of U, V and W is different from the other two;
wherein U and W are not —O— if V is —O—;
each n is independently selected from 0 to 8;
or a salt thereof.