US 12,344,612 B2
Bicyclic ketone compounds and methods of use thereof
Snahel Patel, Foster City, CA (US); Gregory Hamilton, Atlanta, GA (US); Guiling Zhao, San Mateo, CA (US); Huifen Chen, Burlingame, CA (US); Blake Daniels, Oakland, CA (US); and Craig Stivala, San Mateo, CA (US)
Assigned to Genentech, Inc., South San Francisco, CA (US)
Filed by Genentech, Inc., South San Francisco, CA (US)
Filed on Jul. 8, 2021, as Appl. No. 17/371,001.
Application 17/371,001 is a continuation of application No. PCT/US2020/012908, filed on Jan. 9, 2020.
Claims priority of provisional application 62/791,118, filed on Jan. 11, 2019.
Prior Publication US 2021/0340151 A1, Nov. 4, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 487/04 (2006.01)
CPC C07D 487/04 (2013.01) 12 Claims
 
1. A compound
selected from:

OG Complex Work Unit Chemistry
cyclopropyl (7-fluoro-5-(5-fluoropyridin-3-yl)-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl) methanone;

OG Complex Work Unit Chemistry
(2,2-dimethyl-3-oxabicyclo[3.1.0]hexan-1-yl)-[rac-(5S,7S)-7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]methanone;

OG Complex Work Unit Chemistry
3-hydroxy-2,2-dimethyl-1-[rac-(5S,7S)-7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]propan-1-one;

OG Complex Work Unit Chemistry
3-(difluoromethoxy)-2,2-dimethyl-1-[rac-(5S,7S)-7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]propan-1-one;

OG Complex Work Unit Chemistry
1-[rac-(5S,7S)-7-fluoro-5-(1-methylpyrazol-4-yl)-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]propan-1-one;

OG Complex Work Unit Chemistry
1-(3-((5S,7S)-7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole-2-carbonyl) azetidin-1-yl) ethan-1-one;

OG Complex Work Unit Chemistry
3-[rac-(5S,7S)-2-(cyclopropanecarbonyl)-7-fluoro-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-5-yl]benzonitrile;

OG Complex Work Unit Chemistry
cyclopropyl-[rac-(5S,7S)-5-(3-chlorophenyl)-7-fluoro-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]methanone;

OG Complex Work Unit Chemistry
cyclopropyl-[rac-(7S)-7-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]methanone;

OG Complex Work Unit Chemistry
cyclopropyl ((5S,7S)-7-fluoro-5-(5-fluoropyridin-3-yl)-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl) methanone; and

OG Complex Work Unit Chemistry
cyclopropyl ((5R,7R)-7-fluoro-5-(5-fluoropyridin-3-yl)-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl) methanone,
or pharmaceutically acceptable salts thereof.