Patent ID: 8669361

Claim:
A method of treating cancer comprising administering a therapeutically effective amount of a compound to a patient wherein the compound is selected from Formula I: and stereoisomers, geometric isomers, tautomers, or pharmaceutically acceptable salts thereof, wherein: R 1 is H, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, C 6 -C 20 aryl, C 3 -C 12 carbocyclyl, C 2 -C 20 heterocyclyl, or C 1 -C 20 heteroaryl; R 2 is H, C 2 -C 20 heterocyclyl, C 1 -C 20 heteroaryl, —(C 1 -C 20 heteroaryl)-(C 2 -C 20 heterocyclyl), C 6 -C 20 aryl, C 3 -C 12 carbocyclyl, NR 4 R 5 or OR 4 ; X is selected from the structures: where the wavy line indicates the site of attachment; R 3 is C 6 -C 20 aryl, —(C 6 -C 20 arylene)-(C 2 -C 20 heterocyclyl), —(C 6 -C 20 arylene)-(C 1 -C 12 alkylene)-(C 2 -C 20 heterocyclyl), C 3 -C 12 carbocyclyl, C 2 -C 20 heterocyclyl, or C 1 -C 20 heteroaryl; R 4 and R 5 are independently selected from H, C 1 -C 12 alkyl, C 6 -C 20 aryl, C 3 -C 12 carbocyclyl, C 2 -C 20 heterocyclyl, C 1 -C 20 heteroaryl, —(C 1 -C 12 alkylene)-(C 6 -C 20 aryl), —(C 1 -C 12 alkylene)-(C 3 -C 12 carbocyclyl), —(C 1 -C 12 alkylene)-(C 2 -C 20 heterocyclyl), —(C 1 -C 12 alkylene)-(C 1 -C 20 heteroaryl); or R 4 and R 5 together form C 2 -C 20 heterocyclyl or C 1 -C 20 heteroaryl; R 6 is H or —NH 2 ; R 7 is H, F, CH 2 F, CHF 2 , and CF 3 ; and where alkyl, alkenyl, alkynyl, alkylene, carbocyclyl, heterocyclyl, aryl, and heteroaryl are optionally substituted with one or more groups independently selected from F, Cl, Br, I, —CH 3 , —CH 2 CH 3 , —CH(CH 3 ) 2 , —CH 2 CH(CH 3 ) 2 , —CH 2 NH 2 , —CH 2 CH 2 NH 2 , —CH 2 CHCH 2 NH 2 , —CH 2 CH(CH 3 )NH 2 , —CH 2 OH, —CH 2 CH 2 OH, —C(CH 3 ) 2 OH, —CH(OH)CH(CH 3 ) 2 , —C(CH 3 ) 2 CH 2 OH, CH 2 CH 2 SO 2 CH 3 , —CN, —CF 3 , —CO 2 H, —COCH 3 , —CO 2 CH 3 , —CO 2 C(CH 3 ) 3 , —COCH(OH)CH 3 , —CONH 2 , —CONHCH 3 , —CON(CH 3 ) 2 , —C(CH 3 ) 2 CONH 2 , —NO 2 , —NH 2 , —NHCH 3 , —N(CH 3 ) 2 , —NHCOCH 3 , —N(CH 3 )COCH 3 , —NHS(O) 2 CH 3 , —N(CH 3 )C(CH 3 ) 2 CONH 2 , —N(CH 3 )CH 2 CH 2 S(O) 2 CH 3 , ═O, —OH, —OCH 3 , —S(O) 2 N(CH 3 ) 2 , —SCH 3 , —CH 2 OCH 3 , —S(O) 2 CH 3 , cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, azetidinyl, azepanyl, oxetanyl, pyrrolidinyl, piperazinyl, piperidinyl, (piperidin-4-yl)ethyl), pyranyl, (piperidin-4-ylmethyl), morpholinomethyl, and morpholino; wherein the cancer is selected from multiple myeloma, leukemia, lymphoma, prostate cancer, pancreatic cancer, and hepatocellular carcinoma.