JP2012532152A5

JP2012532152A5 -

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Publication number: JP2012532152A5
Authority: JP; Japan
Prior art keywords: pyrrolo; pyrimidin; diazaspiro; oct; octane
Prior art date: 2010-07-08
Legal status : Granted

Application number

JP2012518753A

Other languages

English (en)

Japanese (ja)

Other versions

JP5690823B2 (ja

JP2012532152A (ja

Filing date

2010-07-08

Publication date

2013-08-22

2010-07-08 Application filed filed Critical

2010-07-08 Priority claimed from PCT/DK2010/000105 external-priority patent/WO2011003418A1/en

2012-12-13 Publication of JP2012532152A publication Critical patent/JP2012532152A/ja

2013-08-22 Publication of JP2012532152A5 publication Critical patent/JP2012532152A5/ja

2015-03-25 Application granted granted Critical

2015-03-25 Publication of JP5690823B2 publication Critical patent/JP5690823B2/ja

Status Expired - Fee Related legal-status Critical Current

2030-07-08 Anticipated expiration legal-status Critical

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-1 cyano, hydroxy Chemical group 0.000 claims 98
150000001875 compounds Chemical class 0.000 claims 47
229910052739 hydrogen Inorganic materials 0.000 claims 34
239000001257 hydrogen Substances 0.000 claims 34
125000000623 heterocyclic group Chemical group 0.000 claims 31
125000000217 alkyl group Chemical group 0.000 claims 29
125000000753 cycloalkyl group Chemical group 0.000 claims 29
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 23
125000001072 heteroaryl group Chemical group 0.000 claims 22
229910052736 halogen Inorganic materials 0.000 claims 21
150000002367 halogens Chemical class 0.000 claims 21
125000003342 alkenyl group Chemical group 0.000 claims 17
125000000304 alkynyl group Chemical group 0.000 claims 17
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 16
150000002431 hydrogen Chemical class 0.000 claims 16
125000004043 oxo group Chemical group O=* 0.000 claims 15
125000003118 aryl group Chemical group 0.000 claims 12
125000003710 aryl alkyl group Chemical group 0.000 claims 9
208000023275 Autoimmune disease Diseases 0.000 claims 8
125000000392 cycloalkenyl group Chemical group 0.000 claims 8
125000004446 heteroarylalkyl group Chemical group 0.000 claims 8
125000001424 substituent group Chemical group 0.000 claims 8
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
125000005418 aryl aryl group Chemical group 0.000 claims 7
125000004104 aryloxy group Chemical group 0.000 claims 7
125000004415 heterocyclylalkyl group Chemical group 0.000 claims 7
125000004433 nitrogen atom Chemical group N* 0.000 claims 7
125000004350 aryl cycloalkyl group Chemical group 0.000 claims 6
125000005160 aryl oxy alkyl group Chemical group 0.000 claims 6
229910052799 carbon Inorganic materials 0.000 claims 6
125000004093 cyano group Chemical group *C#N 0.000 claims 6
229910052760 oxygen Inorganic materials 0.000 claims 6
230000002265 prevention Effects 0.000 claims 6
102100026456 POU domain, class 3, transcription factor 3 Human genes 0.000 claims 5
101710133393 POU domain, class 3, transcription factor 3 Proteins 0.000 claims 5
125000004946 alkenylalkyl group Chemical group 0.000 claims 5
125000005038 alkynylalkyl group Chemical group 0.000 claims 5
125000005018 aryl alkenyl group Chemical group 0.000 claims 5
125000005015 aryl alkynyl group Chemical group 0.000 claims 5
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 5
125000005356 cycloalkylalkenyl group Chemical group 0.000 claims 5
125000005357 cycloalkylalkynyl group Chemical group 0.000 claims 5
125000004447 heteroarylalkenyl group Chemical group 0.000 claims 5
125000005349 heteroarylcycloalkyl group Chemical group 0.000 claims 5
125000005326 heteroaryloxy alkyl group Chemical group 0.000 claims 5
125000005553 heteroaryloxy group Chemical group 0.000 claims 5
125000004449 heterocyclylalkenyl group Chemical group 0.000 claims 5
208000024827 Alzheimer disease Diseases 0.000 claims 4
201000004624 Dermatitis Diseases 0.000 claims 4
206010012438 Dermatitis atopic Diseases 0.000 claims 4
206010028980 Neoplasm Diseases 0.000 claims 4
201000004681 Psoriasis Diseases 0.000 claims 4
201000008937 atopic dermatitis Diseases 0.000 claims 4
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Substances N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 4
201000011510 cancer Diseases 0.000 claims 4
206010012601 diabetes mellitus Diseases 0.000 claims 4
201000010099 disease Diseases 0.000 claims 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
208000030533 eye disease Diseases 0.000 claims 4
125000005312 heteroarylalkynyl group Chemical group 0.000 claims 4
201000006417 multiple sclerosis Diseases 0.000 claims 4
208000017520 skin disease Diseases 0.000 claims 4
125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 3
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 3
206010009900 Colitis ulcerative Diseases 0.000 claims 3
206010012689 Diabetic retinopathy Diseases 0.000 claims 3
206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 3
201000006704 Ulcerative Colitis Diseases 0.000 claims 3
208000006673 asthma Diseases 0.000 claims 3
208000010928 autoimmune thyroid disease Diseases 0.000 claims 3
239000003814 drug Substances 0.000 claims 3
210000000987 immune system Anatomy 0.000 claims 3
208000015181 infectious disease Diseases 0.000 claims 3
230000002458 infectious effect Effects 0.000 claims 3
208000032839 leukemia Diseases 0.000 claims 3
206010025135 lupus erythematosus Diseases 0.000 claims 3
208000002780 macular degeneration Diseases 0.000 claims 3
238000000034 method Methods 0.000 claims 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
206010039073 rheumatoid arthritis Diseases 0.000 claims 3
125000006413 ring segment Chemical group 0.000 claims 3
229910052717 sulfur Inorganic materials 0.000 claims 3
125000006655 (C3-C8) heteroaryl group Chemical group 0.000 claims 2
GXKZSONBJMNAQR-UHFFFAOYSA-N 2,3-dihydro-1h-inden-1-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1CC2=CC=CC=C2C1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 GXKZSONBJMNAQR-UHFFFAOYSA-N 0.000 claims 2
FRWOSBMAKMQDSL-UHFFFAOYSA-N 2-(4-methylsulfonylphenyl)-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethanone Chemical compound C1=CC(S(=O)(=O)C)=CC=C1CC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 FRWOSBMAKMQDSL-UHFFFAOYSA-N 0.000 claims 2
108090000412 Protein-Tyrosine Kinases Proteins 0.000 claims 2
102000004022 Protein-Tyrosine Kinases Human genes 0.000 claims 2
206010040799 Skin atrophy Diseases 0.000 claims 2
JHPJYTPUCSEZFG-UHFFFAOYSA-N [7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-(1,2,3,4-tetrahydronaphthalen-1-yl)methanone Chemical compound C1CCC2=CC=CC=C2C1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 JHPJYTPUCSEZFG-UHFFFAOYSA-N 0.000 claims 2
150000001408 amides Chemical class 0.000 claims 2
239000002260 anti-inflammatory agent Substances 0.000 claims 2
229940121363 anti-inflammatory agent Drugs 0.000 claims 2
208000010668 atopic eczema Diseases 0.000 claims 2
125000004432 carbon atom Chemical group C* 0.000 claims 2
125000001309 chloro group Chemical group Cl* 0.000 claims 2
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
230000000694 effects Effects 0.000 claims 2
208000027866 inflammatory disease Diseases 0.000 claims 2
206010023332 keratitis Diseases 0.000 claims 2
238000004519 manufacturing process Methods 0.000 claims 2
CIIJBWFCTGDACO-UHFFFAOYSA-N methyl 4-[4-(4-cyanobutanoyl)-4,7-diazaspiro[2.5]octan-7-yl]-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=CN=C2NC(C(=O)OC)=CC2=C1N(C1)CCN(C(=O)CCCC#N)C21CC2 CIIJBWFCTGDACO-UHFFFAOYSA-N 0.000 claims 2
HMNWKHBYIFIILU-UHFFFAOYSA-N n-(2-methylpropyl)-5-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]thiophene-3-sulfonamide Chemical compound CC(C)CNS(=O)(=O)C1=CSC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 HMNWKHBYIFIILU-UHFFFAOYSA-N 0.000 claims 2
239000008194 pharmaceutical composition Substances 0.000 claims 2
125000004193 piperazinyl group Chemical group 0.000 claims 2
125000004076 pyridyl group Chemical group 0.000 claims 2
230000001105 regulatory effect Effects 0.000 claims 2
150000003839 salts Chemical class 0.000 claims 2
230000009759 skin aging Effects 0.000 claims 2
239000012453 solvate Substances 0.000 claims 2
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 2
125000001544 thienyl group Chemical group 0.000 claims 2
XAVWTKGUTIAESU-UHFFFAOYSA-N (1,1-dioxothian-4-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)C1CCS(=O)(=O)CC1 XAVWTKGUTIAESU-UHFFFAOYSA-N 0.000 claims 1
TYQCANIQEPXVSI-UHFFFAOYSA-N (1-phenylcyclopropyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1CC1(C=1C=CC=CC=1)C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 TYQCANIQEPXVSI-UHFFFAOYSA-N 0.000 claims 1
VGJWOEGRXCUEPU-UHFFFAOYSA-N (2,3-dimethoxyphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound COC1=CC=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1OC VGJWOEGRXCUEPU-UHFFFAOYSA-N 0.000 claims 1
SCDHDBZEMJQRAQ-UHFFFAOYSA-N (2-chloro-4-methylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 SCDHDBZEMJQRAQ-UHFFFAOYSA-N 0.000 claims 1
UHRPPNPPEWKKKG-UHFFFAOYSA-N (2-fluoro-4-methylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound FC1=CC(S(=O)(=O)C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 UHRPPNPPEWKKKG-UHFFFAOYSA-N 0.000 claims 1
LVQDPLRYZGWXCF-UHFFFAOYSA-N (2-methoxypyridin-3-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound COC1=NC=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 LVQDPLRYZGWXCF-UHFFFAOYSA-N 0.000 claims 1
UUUUTLHENPSEQJ-UHFFFAOYSA-N (3,5-dimethoxyphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 UUUUTLHENPSEQJ-UHFFFAOYSA-N 0.000 claims 1
QJIQEOAWLQXUMG-UHFFFAOYSA-N (3-fluoro-4-methylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=C(F)C(S(=O)(=O)C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 QJIQEOAWLQXUMG-UHFFFAOYSA-N 0.000 claims 1
NGVBWWMSIHLCGP-UHFFFAOYSA-N (3-methyl-1-benzothiophen-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound S1C2=CC=CC=C2C(C)=C1C(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 NGVBWWMSIHLCGP-UHFFFAOYSA-N 0.000 claims 1
NCRSNYQJRXYYLD-UHFFFAOYSA-N (3-methyl-1-benzothiophen-2-yl)-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound S1C2=CC=CC=C2C(C)=C1C(=O)N1CC2CC1CN2C1=NC=NC2=C1C=CN2 NCRSNYQJRXYYLD-UHFFFAOYSA-N 0.000 claims 1
SCIBQICCVMELLP-UHFFFAOYSA-N (3-methyl-4-methylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=C(S(C)(=O)=O)C(C)=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 SCIBQICCVMELLP-UHFFFAOYSA-N 0.000 claims 1
OMIWKQNDEXBGNG-UHFFFAOYSA-N (3-methylpyrazin-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound CC1=NC=CN=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 OMIWKQNDEXBGNG-UHFFFAOYSA-N 0.000 claims 1
LEWOMMLFZJBXSZ-UHFFFAOYSA-N (3-methylpyrazin-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound CC1=NC=CN=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 LEWOMMLFZJBXSZ-UHFFFAOYSA-N 0.000 claims 1
WUEYXHOFKWVDQD-UHFFFAOYSA-N (3-methylquinoxalin-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound CC1=NC2=CC=CC=C2N=C1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 WUEYXHOFKWVDQD-UHFFFAOYSA-N 0.000 claims 1
WFLYRFIVHWYTQS-UHFFFAOYSA-N (3-methylsulfonylphenyl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound CS(=O)(=O)C1=CC=CC(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1 WFLYRFIVHWYTQS-UHFFFAOYSA-N 0.000 claims 1
DWNDGRNTOKWLMA-UHFFFAOYSA-N (3-methylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound CS(=O)(=O)C1=CC=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 DWNDGRNTOKWLMA-UHFFFAOYSA-N 0.000 claims 1
BRWPFQWKZQTTIT-UHFFFAOYSA-N (3-methylthiophen-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=CSC(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1C BRWPFQWKZQTTIT-UHFFFAOYSA-N 0.000 claims 1
DQUGLJBQOIHWMJ-UHFFFAOYSA-N (3-methylthiophen-2-yl)-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C1=CSC(C(=O)N2C3CC(N(C3)C=3C=4C=CNC=4N=CN=3)C2)=C1C DQUGLJBQOIHWMJ-UHFFFAOYSA-N 0.000 claims 1
IUFXYHUMOJLHEN-UHFFFAOYSA-N (3-methylthiophen-2-yl)-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=CSC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CC=2)=C1C IUFXYHUMOJLHEN-UHFFFAOYSA-N 0.000 claims 1
TWXDMIRFBBHLQI-UHFFFAOYSA-N (3-methylthiophen-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=CSC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1C TWXDMIRFBBHLQI-UHFFFAOYSA-N 0.000 claims 1
DYMDLCWINGHUNL-UHFFFAOYSA-N (3-phenylphenyl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C(C=1)=CC=CC=1C1=CC=CC=C1 DYMDLCWINGHUNL-UHFFFAOYSA-N 0.000 claims 1
MZYJPIIHIMBCGC-UHFFFAOYSA-N (3-phenylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=CC(C=2C=CC=CC=2)=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 MZYJPIIHIMBCGC-UHFFFAOYSA-N 0.000 claims 1
UZLZIKPZBRBKOW-UHFFFAOYSA-N (4-aminophenyl)-[7-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=CC(N)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 UZLZIKPZBRBKOW-UHFFFAOYSA-N 0.000 claims 1
WDIODPMMEWTVCE-UHFFFAOYSA-N (4-cyclopentylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=C(S(=O)(=O)C2CCCC2)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 WDIODPMMEWTVCE-UHFFFAOYSA-N 0.000 claims 1
ZWEZUZZTRSBSOL-UHFFFAOYSA-N (4-fluoro-1h-indol-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=2C(F)=CC=CC=2NC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 ZWEZUZZTRSBSOL-UHFFFAOYSA-N 0.000 claims 1
PLFGLRCMSDYPOV-UHFFFAOYSA-N (4-fluoro-3-methylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=C(F)C(S(=O)(=O)C)=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 PLFGLRCMSDYPOV-UHFFFAOYSA-N 0.000 claims 1
RVROPJKPULOSOO-UHFFFAOYSA-N (4-hydroxycyclohexyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1CC(O)CCC1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 RVROPJKPULOSOO-UHFFFAOYSA-N 0.000 claims 1
ASSBVTATDXNZBN-UHFFFAOYSA-N (4-hydroxythiophen-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound OC1=CSC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 ASSBVTATDXNZBN-UHFFFAOYSA-N 0.000 claims 1
KQTJKUULTZCDER-UHFFFAOYSA-N (4-methoxythiophen-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound COC1=CSC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 KQTJKUULTZCDER-UHFFFAOYSA-N 0.000 claims 1
HJVCWXFBATUEDA-UHFFFAOYSA-N (4-methylsulfonylphenyl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 HJVCWXFBATUEDA-UHFFFAOYSA-N 0.000 claims 1
UDRBVXJTJQXFJH-UHFFFAOYSA-N (4-methylsulfonylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 UDRBVXJTJQXFJH-UHFFFAOYSA-N 0.000 claims 1
DHEHVNZIUYKLJA-UHFFFAOYSA-N (4-methylthiophen-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound CC1=CSC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 DHEHVNZIUYKLJA-UHFFFAOYSA-N 0.000 claims 1
WYLBYEUHBWQDRU-UHFFFAOYSA-N (4-phenylphenyl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 WYLBYEUHBWQDRU-UHFFFAOYSA-N 0.000 claims 1
BKZIOVJQMYEJDG-UHFFFAOYSA-N (5,7-difluoro-1h-indol-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C=1C2=CC(F)=CC(F)=C2NC=1C(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 BKZIOVJQMYEJDG-UHFFFAOYSA-N 0.000 claims 1
BPPSREOIVHBZJC-UHFFFAOYSA-N (5-fluoro-1h-indol-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C2=CC(F)=CC=C2NC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 BPPSREOIVHBZJC-UHFFFAOYSA-N 0.000 claims 1
KSHJKLUTKFAUTR-UHFFFAOYSA-N (5-fluoro-3-methyl-1h-indol-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound N1C2=CC=C(F)C=C2C(C)=C1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 KSHJKLUTKFAUTR-UHFFFAOYSA-N 0.000 claims 1
YKLCKJCXTVYWCL-UHFFFAOYSA-N (5-fluoro-6-methyl-1h-indol-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C=1C=2C=C(F)C(C)=CC=2NC=1C(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 YKLCKJCXTVYWCL-UHFFFAOYSA-N 0.000 claims 1
UOZVXUHNOQNMIZ-UHFFFAOYSA-N (5-methoxythiophen-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound S1C(OC)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 UOZVXUHNOQNMIZ-UHFFFAOYSA-N 0.000 claims 1
XREQWEOPAPCJDD-UHFFFAOYSA-N (5-methoxythiophen-3-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound S1C(OC)=CC(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1 XREQWEOPAPCJDD-UHFFFAOYSA-N 0.000 claims 1
IGHXTOCMLSUOEV-UHFFFAOYSA-N (5-methoxythiophen-3-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound S1C(OC)=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 IGHXTOCMLSUOEV-UHFFFAOYSA-N 0.000 claims 1
KYQNRSAFYBKNKM-UHFFFAOYSA-N (5-methyl-1-benzothiophen-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C=1C2=CC(C)=CC=C2SC=1C(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 KYQNRSAFYBKNKM-UHFFFAOYSA-N 0.000 claims 1
MIZVOSGFJRVIJF-UHFFFAOYSA-N (5-methyl-1-benzothiophen-2-yl)-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C=1C2=CC(C)=CC=C2SC=1C(=O)N1CC2CC1CN2C1=NC=NC2=C1C=CN2 MIZVOSGFJRVIJF-UHFFFAOYSA-N 0.000 claims 1
REBGSJVUMZBKDI-UHFFFAOYSA-N (5-methyl-1h-indol-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C2=CC(C)=CC=C2NC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 REBGSJVUMZBKDI-UHFFFAOYSA-N 0.000 claims 1
GBOARWOLAVVKLR-UHFFFAOYSA-N (5-methylpyrazin-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=NC(C)=CN=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 GBOARWOLAVVKLR-UHFFFAOYSA-N 0.000 claims 1
ADMGTZVHALYHTB-UHFFFAOYSA-N (5-methylpyrazin-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1=NC(C)=CN=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 ADMGTZVHALYHTB-UHFFFAOYSA-N 0.000 claims 1
YEEBZDOTJXVDBI-UHFFFAOYSA-N (5-methylthiophen-2-yl)-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound S1C(C)=CC=C1C(=O)N1C(CN2C=3C=4C=CNC=4N=CN=3)CC2C1 YEEBZDOTJXVDBI-UHFFFAOYSA-N 0.000 claims 1
GVAJMPGXCKJTPB-UHFFFAOYSA-N (5-methylthiophen-2-yl)-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound S1C(C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CC=2)CC1 GVAJMPGXCKJTPB-UHFFFAOYSA-N 0.000 claims 1
YOHJGBSIVRGDGH-UHFFFAOYSA-N (5-methylthiophen-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound S1C(C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 YOHJGBSIVRGDGH-UHFFFAOYSA-N 0.000 claims 1
FLFBRHBQUUVXLG-UHFFFAOYSA-N (5-phenylthiophen-2-yl)-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C(S1)=CC=C1C1=CC=CC=C1 FLFBRHBQUUVXLG-UHFFFAOYSA-N 0.000 claims 1
KHHMOIVSNKODQM-UHFFFAOYSA-N (5-phenylthiophen-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=C(C=2C=CC=CC=2)SC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 KHHMOIVSNKODQM-UHFFFAOYSA-N 0.000 claims 1
VYVZPZZFLMWQOF-UHFFFAOYSA-N (5-propylthiophen-3-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound S1C(CCC)=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 VYVZPZZFLMWQOF-UHFFFAOYSA-N 0.000 claims 1
NODYLSMNAKYHOT-UHFFFAOYSA-N (6-bromo-1,2-benzothiazol-3-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound N=1SC2=CC(Br)=CC=C2C=1C(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 NODYLSMNAKYHOT-UHFFFAOYSA-N 0.000 claims 1
GOTFYBHSZVVYEF-UHFFFAOYSA-N (6-fluoro-1h-indol-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound N1C2=CC(F)=CC=C2C=C1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 GOTFYBHSZVVYEF-UHFFFAOYSA-N 0.000 claims 1
TWLKUPMWGOWXKG-UHFFFAOYSA-N (6-hydroxynaphthalen-1-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C=1C=CC2=CC(O)=CC=C2C=1C(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 TWLKUPMWGOWXKG-UHFFFAOYSA-N 0.000 claims 1
KWRFHSFAKGSRST-UHFFFAOYSA-N (6-methylpyrazin-2-yl)-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound CC1=CN=CC(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=N1 KWRFHSFAKGSRST-UHFFFAOYSA-N 0.000 claims 1
ZJZHDWXWCKOIBQ-UHFFFAOYSA-N (6-methylpyrazin-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound CC1=CN=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=N1 ZJZHDWXWCKOIBQ-UHFFFAOYSA-N 0.000 claims 1
NXKRGYWZHKHJTC-UHFFFAOYSA-N (7-fluoro-1h-indol-2-yl)-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound N1C=2C(F)=CC=CC=2C=C1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 NXKRGYWZHKHJTC-UHFFFAOYSA-N 0.000 claims 1
125000006642 (C1-C6) cyanoalkyl group Chemical group 0.000 claims 1
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
125000006590 (C2-C6) alkenylene group Chemical group 0.000 claims 1
125000006591 (C2-C6) alkynylene group Chemical group 0.000 claims 1
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
PUNDYHIBQKUFGZ-UHFFFAOYSA-N 1,3-oxazol-2-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=NC=CO1 PUNDYHIBQKUFGZ-UHFFFAOYSA-N 0.000 claims 1
PMFQXDQYZIMYKA-UHFFFAOYSA-N 1-[1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropanecarbonyl]pyrrolidine-3-carbonitrile Chemical compound C1CC1(C(=O)N1C2(CC2)CN(CC1)C=1C=2C=CNC=2N=CN=1)C(=O)N1CCC(C#N)C1 PMFQXDQYZIMYKA-UHFFFAOYSA-N 0.000 claims 1
YKXBYRBNIALWPU-UHFFFAOYSA-N 1-[2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]pyrrolidin-1-yl]ethanone Chemical compound CC(=O)N1CCCC1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 YKXBYRBNIALWPU-UHFFFAOYSA-N 0.000 claims 1
GXROBAONYFWLME-UHFFFAOYSA-N 1-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]pyrazole-4-sulfonamide Chemical compound C1=C(S(=O)(=O)N)C=NN1CC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 GXROBAONYFWLME-UHFFFAOYSA-N 0.000 claims 1
PFXZQMUXSPHNKR-UHFFFAOYSA-N 1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]-2-thiophen-2-ylethanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=CS1 PFXZQMUXSPHNKR-UHFFFAOYSA-N 0.000 claims 1
PKULRBYJKHTWQT-UHFFFAOYSA-N 1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]propan-1-one Chemical compound CCC(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 PKULRBYJKHTWQT-UHFFFAOYSA-N 0.000 claims 1
GGTNCUQITNXBFN-UHFFFAOYSA-N 1-[3-oxo-3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propyl]pyrazole-4-sulfonamide Chemical compound C1=C(S(=O)(=O)N)C=NN1CCC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 GGTNCUQITNXBFN-UHFFFAOYSA-N 0.000 claims 1
RPNLEKVJSQDNBG-UHFFFAOYSA-N 1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carbonyl]cyclopropane-1-carbonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1(C#N)CC1 RPNLEKVJSQDNBG-UHFFFAOYSA-N 0.000 claims 1
WFQGKZYDLOQVSL-UHFFFAOYSA-N 1-[4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]thiophen-2-yl]ethanone Chemical compound S1C(C(=O)C)=CC(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1 WFQGKZYDLOQVSL-UHFFFAOYSA-N 0.000 claims 1
GLPAYBDUCFFDAO-UHFFFAOYSA-N 1-[4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]piperidin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCC1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 GLPAYBDUCFFDAO-UHFFFAOYSA-N 0.000 claims 1
WSNKCBMUSDVVSL-UHFFFAOYSA-N 1-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]cyclopentane-1-carbonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1(C#N)CCCC1 WSNKCBMUSDVVSL-UHFFFAOYSA-N 0.000 claims 1
QKRXHSMOQCBERI-UHFFFAOYSA-N 1-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]cyclopropane-1-carbonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1(C#N)CC1 QKRXHSMOQCBERI-UHFFFAOYSA-N 0.000 claims 1
YOHWBQWRQQLZCH-UHFFFAOYSA-N 1-[6-methyl-7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropane-1-carbonitrile Chemical compound C1CC21CN(C=1C=3C=CNC=3N=CN=1)C(C)CN2C(=O)C1(C#N)CC1 YOHWBQWRQQLZCH-UHFFFAOYSA-N 0.000 claims 1
RWVFDZNYSPLVKS-UHFFFAOYSA-N 1-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropane-1-carbonitrile Chemical compound C1CC1(C#N)C(=O)N1CCN(C=2C=3C=CNC=3N=CC=2)CC11CC1 RWVFDZNYSPLVKS-UHFFFAOYSA-N 0.000 claims 1
SQMUOKMUTSHVBQ-UHFFFAOYSA-N 1-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-[4-(trifluoromethyl)phenyl]ethanone Chemical compound C=12C=CNC2=NC(N)=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=C(C(F)(F)F)C=C1 SQMUOKMUTSHVBQ-UHFFFAOYSA-N 0.000 claims 1
OFUMLJHOHOPOTE-UHFFFAOYSA-N 1-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropane-1-carbonitrile Chemical compound C=12C=CNC2=NC(N)=NC=1N(CC12CC2)CCN1C(=O)C1(C#N)CC1 OFUMLJHOHOPOTE-UHFFFAOYSA-N 0.000 claims 1
ZXNIZFBAOORZOY-UHFFFAOYSA-N 1-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-(4-fluorophenyl)ethanone Chemical compound C1=CC(F)=CC=C1CC(=O)N1C2(CC2)CN(C=2C=3C(Cl)=CNC=3N=CN=2)CC1 ZXNIZFBAOORZOY-UHFFFAOYSA-N 0.000 claims 1
YTZJOWVNDIADIO-UHFFFAOYSA-N 1-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-[4-(trifluoromethyl)phenyl]ethanone Chemical compound C1=CC(C(F)(F)F)=CC=C1CC(=O)N1C2(CC2)CN(C=2C=3C(Cl)=CNC=3N=CN=2)CC1 YTZJOWVNDIADIO-UHFFFAOYSA-N 0.000 claims 1
ILUPOJFBTMSWDL-UHFFFAOYSA-N 1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-thiophen-2-ylethane-1,2-dione Chemical compound C=1C=CSC=1C(=O)C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 ILUPOJFBTMSWDL-UHFFFAOYSA-N 0.000 claims 1
ZKUMFLWUPWSUHI-UHFFFAOYSA-N 1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopentane-1-carbonitrile Chemical compound C1CCCC1(C#N)C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 ZKUMFLWUPWSUHI-UHFFFAOYSA-N 0.000 claims 1
QHDSGXBLTQLBMG-UHFFFAOYSA-N 1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropane-1-carbonitrile Chemical compound C1CC1(C#N)C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 QHDSGXBLTQLBMG-UHFFFAOYSA-N 0.000 claims 1
NNKKOFXDSRWOSB-UHFFFAOYSA-N 1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropane-1-carboxylic acid Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)C1(C(=O)O)CC1 NNKKOFXDSRWOSB-UHFFFAOYSA-N 0.000 claims 1
PUGPIXISZFCPAT-UHFFFAOYSA-N 1-benzothiophen-2-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=CC=C2SC(C(N3C4CCC3CN(C4)C=3C=4C=CNC=4N=CN=3)=O)=CC2=C1 PUGPIXISZFCPAT-UHFFFAOYSA-N 0.000 claims 1
IFOPQKIVNUHEHL-UHFFFAOYSA-N 1-benzothiophen-2-yl-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C2=CC=CC=C2SC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CC=2)CC11CC1 IFOPQKIVNUHEHL-UHFFFAOYSA-N 0.000 claims 1
CHWUAXWKSKMICN-UHFFFAOYSA-N 1-benzothiophen-2-yl-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound COC1=CN=C2NC=CC2=C1N(C1)CCN(C(=O)C=2SC3=CC=CC=C3C=2)C21CC2 CHWUAXWKSKMICN-UHFFFAOYSA-N 0.000 claims 1
XOLWZNJDNMLVKA-UHFFFAOYSA-N 1-benzothiophen-2-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C2=CC=CC=C2SC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 XOLWZNJDNMLVKA-UHFFFAOYSA-N 0.000 claims 1
CSNBICGYMVCPKW-UHFFFAOYSA-N 1-benzothiophen-2-yl-[9-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-6,9-diazaspiro[4.5]decan-6-yl]methanone Chemical compound C=1C2=CC=CC=C2SC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CCCC1 CSNBICGYMVCPKW-UHFFFAOYSA-N 0.000 claims 1
WIAGMDDCANYFEO-UHFFFAOYSA-N 1-benzothiophen-3-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=CC=C2C(C(N3C4CCC3CN(C4)C=3C=4C=CNC=4N=CN=3)=O)=CSC2=C1 WIAGMDDCANYFEO-UHFFFAOYSA-N 0.000 claims 1
AVRWEMLZWWIVRU-UHFFFAOYSA-N 1-benzothiophen-3-yl-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C1=CC=C2C(C(N3C4CC(N(C4)C=4C=5C=CNC=5N=CN=4)C3)=O)=CSC2=C1 AVRWEMLZWWIVRU-UHFFFAOYSA-N 0.000 claims 1
JBQIXTBMDUTVQV-UHFFFAOYSA-N 1-benzothiophen-3-yl-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1SC2=CC=CC=C2C=1C(=O)N1CCN(C=2C=3C=CNC=3N=CC=2)CC11CC1 JBQIXTBMDUTVQV-UHFFFAOYSA-N 0.000 claims 1
IVBMADFNLXNLMZ-UHFFFAOYSA-N 1-benzothiophen-3-yl-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound COC1=CN=C2NC=CC2=C1N(C1)CCN(C(=O)C=2C3=CC=CC=C3SC=2)C21CC2 IVBMADFNLXNLMZ-UHFFFAOYSA-N 0.000 claims 1
IEWCGHYDBGTUQH-UHFFFAOYSA-N 1-benzothiophen-3-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1SC2=CC=CC=C2C=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 IEWCGHYDBGTUQH-UHFFFAOYSA-N 0.000 claims 1
CUMUYNPOFLYAPJ-UHFFFAOYSA-N 1-benzothiophen-5-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=C2SC=CC2=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 CUMUYNPOFLYAPJ-UHFFFAOYSA-N 0.000 claims 1
HUSNRHIKZUGEFM-UHFFFAOYSA-N 1-methyl-5-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]pyrrole-2-sulfonamide Chemical compound C1=C(S(N)(=O)=O)N(C)C(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1 HUSNRHIKZUGEFM-UHFFFAOYSA-N 0.000 claims 1
WFFJEVBFBIAURF-UHFFFAOYSA-N 1-methyl-5-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]pyrrole-3-sulfonamide Chemical compound CN1C=C(S(N)(=O)=O)C=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 WFFJEVBFBIAURF-UHFFFAOYSA-N 0.000 claims 1
KYHPYJDZIRVFAB-UHFFFAOYSA-N 1-methyl-5-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]pyrrole-2-sulfonamide Chemical compound C1=C(S(N)(=O)=O)N(C)C(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 KYHPYJDZIRVFAB-UHFFFAOYSA-N 0.000 claims 1
ULORBKOAGWKZAZ-UHFFFAOYSA-N 1h-indol-2-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=CC=C2NC(C(N3C4CCC3CN(C4)C=3C=4C=CNC=4N=CN=3)=O)=CC2=C1 ULORBKOAGWKZAZ-UHFFFAOYSA-N 0.000 claims 1
BPRXXJQULVXYFZ-UHFFFAOYSA-N 1h-indol-2-yl-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C1=CC=C2NC(C(N3C4CC(N(C4)C=4C=5C=CNC=5N=CN=4)C3)=O)=CC2=C1 BPRXXJQULVXYFZ-UHFFFAOYSA-N 0.000 claims 1
NGDSNCWVCFCIHW-UHFFFAOYSA-N 1h-indol-2-yl-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound COC1=CN=C2NC=CC2=C1N(C1)CCN(C(=O)C=2NC3=CC=CC=C3C=2)C21CC2 NGDSNCWVCFCIHW-UHFFFAOYSA-N 0.000 claims 1
IWAZDXILVFAESV-UHFFFAOYSA-N 1h-indol-2-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C2=CC=CC=C2NC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 IWAZDXILVFAESV-UHFFFAOYSA-N 0.000 claims 1
DRQRMYIBVAGIAW-UHFFFAOYSA-N 1h-indol-3-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1NC2=CC=CC=C2C=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 DRQRMYIBVAGIAW-UHFFFAOYSA-N 0.000 claims 1
DJVZZRAQYGGCPT-UHFFFAOYSA-N 1h-indol-4-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=CC2=C1C=CN2 DJVZZRAQYGGCPT-UHFFFAOYSA-N 0.000 claims 1
GGCOOJSYTZHKJB-UHFFFAOYSA-N 1h-indol-4-yl-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1=CC=CC2=C1C=CN2 GGCOOJSYTZHKJB-UHFFFAOYSA-N 0.000 claims 1
ANYSGAAHLDAWEB-UHFFFAOYSA-N 1h-indol-4-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=CC=2NC=CC=2C=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 ANYSGAAHLDAWEB-UHFFFAOYSA-N 0.000 claims 1
BYMSHJDFULSBIH-UHFFFAOYSA-N 1h-indol-5-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=C2NC=CC2=CC(C(N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=O)=C1 BYMSHJDFULSBIH-UHFFFAOYSA-N 0.000 claims 1
ZSDVQXKFJLSAOT-UHFFFAOYSA-N 1h-indol-5-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 ZSDVQXKFJLSAOT-UHFFFAOYSA-N 0.000 claims 1
PQKSEEJRIHWRCQ-UHFFFAOYSA-N 1h-indol-6-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1=C2C=CNC2=CC(C(N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=O)=C1 PQKSEEJRIHWRCQ-UHFFFAOYSA-N 0.000 claims 1
IRKQWZGLJFBSJZ-UHFFFAOYSA-N 1h-indol-6-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=C2C=CNC2=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 IRKQWZGLJFBSJZ-UHFFFAOYSA-N 0.000 claims 1
VUKDANAONKDCFQ-UHFFFAOYSA-N 2,2-dimethyl-3-oxo-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]propanenitrile Chemical compound N#CC(C)(C)C(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 VUKDANAONKDCFQ-UHFFFAOYSA-N 0.000 claims 1
FFIYLXSZWGALCJ-UHFFFAOYSA-N 2-(1h-indol-3-yl)-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethanone Chemical compound C=1NC2=CC=CC=C2C=1CC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 FFIYLXSZWGALCJ-UHFFFAOYSA-N 0.000 claims 1
YWSJSYAWMCUKKP-UHFFFAOYSA-N 2-(3-methylsulfonylphenyl)-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethanone Chemical compound CS(=O)(=O)C1=CC=CC(CC(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 YWSJSYAWMCUKKP-UHFFFAOYSA-N 0.000 claims 1
SITBPCKHJIIUCV-UHFFFAOYSA-N 2-[2-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]phenyl]acetonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1=CC=CC=C1CC#N SITBPCKHJIIUCV-UHFFFAOYSA-N 0.000 claims 1
TWLYFDZCKGEHAD-UHFFFAOYSA-N 2-[2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenyl]acetonitrile Chemical compound C=1C=CC=C(CC#N)C=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 TWLYFDZCKGEHAD-UHFFFAOYSA-N 0.000 claims 1
YQBSBUXQERANOI-UHFFFAOYSA-N 2-[2-oxo-2-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]ethyl]benzonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)CC1=CC=CC=C1C#N YQBSBUXQERANOI-UHFFFAOYSA-N 0.000 claims 1
OBQDRNKEXWZKLS-UHFFFAOYSA-N 2-[2-oxo-2-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CC=2)CC2(CC2)N1C(=O)CC1=CC=CC=C1C#N OBQDRNKEXWZKLS-UHFFFAOYSA-N 0.000 claims 1
VZTDBWOSHYXGFL-UHFFFAOYSA-N 2-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CC1=CC=CC=C1C#N VZTDBWOSHYXGFL-UHFFFAOYSA-N 0.000 claims 1
WQYONOPAXUONAL-UHFFFAOYSA-N 2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]-1h-indole-5-carbonitrile Chemical compound N#CC1=CC=C2NC(C(N3C4CCC3CN(C4)C=3C=4C=CNC=4N=CN=3)=O)=CC2=C1 WQYONOPAXUONAL-UHFFFAOYSA-N 0.000 claims 1
RUJVJOYAXKRHIB-UHFFFAOYSA-N 2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=CC=C1C#N RUJVJOYAXKRHIB-UHFFFAOYSA-N 0.000 claims 1
FIFMUWXYUNGFBO-UHFFFAOYSA-N 2-[3-[2-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]phenyl]acetonitrile Chemical compound C=12C=CNC2=NC(N)=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=CC(CC#N)=C1 FIFMUWXYUNGFBO-UHFFFAOYSA-N 0.000 claims 1
DZQSTGZWPWXIRA-UHFFFAOYSA-N 2-[3-[2-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]phenyl]acetonitrile Chemical compound C=12C(Cl)=CNC2=NC=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=CC(CC#N)=C1 DZQSTGZWPWXIRA-UHFFFAOYSA-N 0.000 claims 1
IPFOKDHNTKQUDB-UHFFFAOYSA-N 2-[3-[2-oxo-2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethyl]phenyl]acetonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=CC(CC#N)=C1 IPFOKDHNTKQUDB-UHFFFAOYSA-N 0.000 claims 1
OPYXIICMAOJPNV-UHFFFAOYSA-N 2-[3-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]phenoxy]acetonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CC1=CC=CC(OCC#N)=C1 OPYXIICMAOJPNV-UHFFFAOYSA-N 0.000 claims 1
OFYAFCDEVXBQPD-UHFFFAOYSA-N 2-[3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]phenoxy]acetonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=CC(OCC#N)=C1 OFYAFCDEVXBQPD-UHFFFAOYSA-N 0.000 claims 1
RDUAXXQXHDEVJJ-UHFFFAOYSA-N 2-[3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenoxy]acetonitrile Chemical compound C=1C=CC(OCC#N)=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 RDUAXXQXHDEVJJ-UHFFFAOYSA-N 0.000 claims 1
ZFVHGASWTCHPIF-UHFFFAOYSA-N 2-[3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenyl]propanenitrile Chemical compound N#CC(C)C1=CC=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 ZFVHGASWTCHPIF-UHFFFAOYSA-N 0.000 claims 1
UIYOGFPPPIJDGF-UHFFFAOYSA-N 2-[3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]piperidin-1-yl]acetonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)C1CCCN(CC#N)C1 UIYOGFPPPIJDGF-UHFFFAOYSA-N 0.000 claims 1
VTSAAPVQGOCXMW-UHFFFAOYSA-N 2-[4-[2-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]phenyl]acetonitrile Chemical compound C=12C=CNC2=NC(N)=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=C(CC#N)C=C1 VTSAAPVQGOCXMW-UHFFFAOYSA-N 0.000 claims 1
XWUZSBAYPWVUKS-UHFFFAOYSA-N 2-[4-[2-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]phenyl]acetonitrile Chemical compound C=12C(Cl)=CNC2=NC=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=C(CC#N)C=C1 XWUZSBAYPWVUKS-UHFFFAOYSA-N 0.000 claims 1
MVIVHKFTNBJBQJ-UHFFFAOYSA-N 2-[4-[2-oxo-2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethyl]phenyl]acetonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=C(CC#N)C=C1 MVIVHKFTNBJBQJ-UHFFFAOYSA-N 0.000 claims 1
AGFURRMZJUCZEN-UHFFFAOYSA-N 2-[4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]phenoxy]acetonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CC1=CC=C(OCC#N)C=C1 AGFURRMZJUCZEN-UHFFFAOYSA-N 0.000 claims 1
GLXGIOXPSRMFAL-UHFFFAOYSA-N 2-[4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]phenoxy]acetonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=C(OCC#N)C=C1 GLXGIOXPSRMFAL-UHFFFAOYSA-N 0.000 claims 1
ZZZAAIYKVSOIDZ-UHFFFAOYSA-N 2-[4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]phenyl]acetonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=C(CC#N)C=C1 ZZZAAIYKVSOIDZ-UHFFFAOYSA-N 0.000 claims 1
WNLLKAJDDDEHCV-UHFFFAOYSA-N 2-[4-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]phenyl]acetonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1=CC=C(CC#N)C=C1 WNLLKAJDDDEHCV-UHFFFAOYSA-N 0.000 claims 1
PPSUIGGMZWDUQF-UHFFFAOYSA-N 2-[4-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenyl]acetonitrile Chemical compound C=1C=C(CC#N)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CC=2)CC11CC1 PPSUIGGMZWDUQF-UHFFFAOYSA-N 0.000 claims 1
NCVGFMUDICBFPG-UHFFFAOYSA-N 2-[4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenoxy]acetonitrile Chemical compound C=1C=C(OCC#N)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 NCVGFMUDICBFPG-UHFFFAOYSA-N 0.000 claims 1
VZLKLOZMHGYGSZ-UHFFFAOYSA-N 2-[4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenyl]acetonitrile Chemical compound C=1C=C(CC#N)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 VZLKLOZMHGYGSZ-UHFFFAOYSA-N 0.000 claims 1
WFWDNCFEDXSVAN-UHFFFAOYSA-N 2-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]-1h-indole-5-carbonitrile Chemical compound N#CC1=CC=C2NC(C(N3C4CC(N(C4)C=4C=5C=CNC=5N=CN=4)C3)=O)=CC2=C1 WFWDNCFEDXSVAN-UHFFFAOYSA-N 0.000 claims 1
LVKCAQQOWQWSIY-UHFFFAOYSA-N 2-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]benzonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1=CC=CC=C1C#N LVKCAQQOWQWSIY-UHFFFAOYSA-N 0.000 claims 1
MWTSWTGHTAYSLA-UHFFFAOYSA-N 2-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C=1C=CC=C(C#N)C=1C(=O)N1CCN(C=2C=3C=CNC=3N=CC=2)CC11CC1 MWTSWTGHTAYSLA-UHFFFAOYSA-N 0.000 claims 1
ACLDUNMFFIHAEI-UHFFFAOYSA-N 2-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]-1h-indole-5-carbonitrile Chemical compound COC1=CN=C2NC=CC2=C1N(C1)CCN(C(=O)C=2NC3=CC=C(C=C3C=2)C#N)C21CC2 ACLDUNMFFIHAEI-UHFFFAOYSA-N 0.000 claims 1
NRZRAZXSPFWYEC-UHFFFAOYSA-N 2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]-1h-indole-5-carbonitrile Chemical compound C=1C2=CC(C#N)=CC=C2NC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 NRZRAZXSPFWYEC-UHFFFAOYSA-N 0.000 claims 1
SYLYEYYUYAKGJX-UHFFFAOYSA-N 2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]-1h-indole-5-sulfonamide Chemical compound C=1C2=CC(S(=O)(=O)N)=CC=C2NC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 SYLYEYYUYAKGJX-UHFFFAOYSA-N 0.000 claims 1
BLLXAVFCJSNFHJ-UHFFFAOYSA-N 2-anilino-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethanone Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CNC1=CC=CC=C1 BLLXAVFCJSNFHJ-UHFFFAOYSA-N 0.000 claims 1
JCTJHODCQMKZSY-UHFFFAOYSA-N 2-chloro-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 JCTJHODCQMKZSY-UHFFFAOYSA-N 0.000 claims 1
YVSXTSBYACVZNK-UHFFFAOYSA-N 2-chloro-5-[2-oxo-2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethoxy]benzenesulfonamide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(OCC(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1 YVSXTSBYACVZNK-UHFFFAOYSA-N 0.000 claims 1
AAOCNRYRKKGKBN-UHFFFAOYSA-N 2-chloro-5-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethoxy]benzenesulfonamide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(OCC(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 AAOCNRYRKKGKBN-UHFFFAOYSA-N 0.000 claims 1
DCHUDRVYLXOZFG-UHFFFAOYSA-N 2-cyclopentyl-1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1CCCC1 DCHUDRVYLXOZFG-UHFFFAOYSA-N 0.000 claims 1
JAGUIVXGWFBYSX-UHFFFAOYSA-N 2-fluoro-4-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]benzonitrile Chemical compound C1=C(C#N)C(F)=CC(C(=O)N2C3CC(N(C3)C=3C=4C=CNC=4N=CN=3)C2)=C1 JAGUIVXGWFBYSX-UHFFFAOYSA-N 0.000 claims 1
IOJVOBHQGBSFGZ-UHFFFAOYSA-N 2-fluoro-4-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound COC1=CN=C2NC=CC2=C1N(CC12CC2)CCN1C(=O)C1=CC=C(C#N)C(F)=C1 IOJVOBHQGBSFGZ-UHFFFAOYSA-N 0.000 claims 1
HAHNGYVLAHEYDD-UHFFFAOYSA-N 2-fluoro-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C1=C(C#N)C(F)=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 HAHNGYVLAHEYDD-UHFFFAOYSA-N 0.000 claims 1
ZFUIPJOORKHSJY-UHFFFAOYSA-N 2-fluoro-5-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzonitrile Chemical compound C1=C(C#N)C(F)=CC=C1CC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 ZFUIPJOORKHSJY-UHFFFAOYSA-N 0.000 claims 1
HEKVWFDEFXHUQA-UHFFFAOYSA-N 2-methoxy-4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzenesulfonamide Chemical compound C1=C(S(N)(=O)=O)C(OC)=CC(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1 HEKVWFDEFXHUQA-UHFFFAOYSA-N 0.000 claims 1
UTYSQDHOYWBFHQ-UHFFFAOYSA-N 2-methoxy-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C1=C(S(N)(=O)=O)C(OC)=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 UTYSQDHOYWBFHQ-UHFFFAOYSA-N 0.000 claims 1
VRDLAAFEFFOQQK-UHFFFAOYSA-N 2-methoxyethyl 3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate Chemical compound COCCOC(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 VRDLAAFEFFOQQK-UHFFFAOYSA-N 0.000 claims 1
GFPSLLWIYXQFMA-UHFFFAOYSA-N 2-methyl-4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzenesulfonamide Chemical compound C1=C(S(N)(=O)=O)C(C)=CC(C(=O)N2C3CCC2CN(C3)C=2C=3C=CNC=3N=CN=2)=C1 GFPSLLWIYXQFMA-UHFFFAOYSA-N 0.000 claims 1
WSXFBGJOGZKLFU-UHFFFAOYSA-N 2-methyl-5-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzenesulfonamide Chemical compound C1=C(S(N)(=O)=O)C(C)=CC=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 WSXFBGJOGZKLFU-UHFFFAOYSA-N 0.000 claims 1
ZKKRMFOKZBDSSH-UHFFFAOYSA-N 2-methyl-5-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]-n-[3-(trifluoromethyl)phenyl]benzamide Chemical compound CC1=CC=C(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)C=C1C(=O)NC1=CC=CC(C(F)(F)F)=C1 ZKKRMFOKZBDSSH-UHFFFAOYSA-N 0.000 claims 1
YFCPHBZWMLLHHZ-UHFFFAOYSA-N 2-methyl-5-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]thiophene-3-sulfonamide Chemical compound NS(=O)(=O)C1=C(C)SC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 YFCPHBZWMLLHHZ-UHFFFAOYSA-N 0.000 claims 1
DCADGTKXANDNRX-UHFFFAOYSA-N 2-phenyl-1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=CC=C1 DCADGTKXANDNRX-UHFFFAOYSA-N 0.000 claims 1
XXLMJRDJCVGHPQ-UHFFFAOYSA-N 2-pyridin-3-yl-1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=CN=C1 XXLMJRDJCVGHPQ-UHFFFAOYSA-N 0.000 claims 1
JXOKELITNFUFBK-UHFFFAOYSA-N 2-pyridin-3-yl-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethanone Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CC1=CC=CN=C1 JXOKELITNFUFBK-UHFFFAOYSA-N 0.000 claims 1
VHEKKROKYOTBQT-UHFFFAOYSA-N 2-pyridin-4-yl-1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=NC=C1 VHEKKROKYOTBQT-UHFFFAOYSA-N 0.000 claims 1
ZFVNTAVPCXUXQL-UHFFFAOYSA-N 2-pyridin-4-yl-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethanone Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CC1=CC=NC=C1 ZFVNTAVPCXUXQL-UHFFFAOYSA-N 0.000 claims 1
VHPUINUIWIGGMG-UHFFFAOYSA-N 3,3,3-trifluoro-1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]propan-1-one Chemical compound FC(F)(F)CC(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 VHPUINUIWIGGMG-UHFFFAOYSA-N 0.000 claims 1
VIKPFACCCJDURB-UHFFFAOYSA-N 3,3,3-trifluoro-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propan-1-one Chemical compound FC(F)(F)CC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 VIKPFACCCJDURB-UHFFFAOYSA-N 0.000 claims 1
SAZXVRJXMPQQLI-UHFFFAOYSA-N 3-[2-[6-methyl-7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]benzonitrile Chemical compound C1CC21CN(C=1C=3C=CNC=3N=CN=1)C(C)CN2C(=O)CC1=CC=CC(C#N)=C1 SAZXVRJXMPQQLI-UHFFFAOYSA-N 0.000 claims 1
FEGGOTWAFRZQFO-UHFFFAOYSA-N 3-[2-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]benzonitrile Chemical compound C=12C(Cl)=CNC2=NC=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=CC(C#N)=C1 FEGGOTWAFRZQFO-UHFFFAOYSA-N 0.000 claims 1
OPXXSJPYILUUIW-UHFFFAOYSA-N 3-[2-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]benzonitrile Chemical compound COC1=CN=C2NC=CC2=C1N(CC12CC2)CCN1C(=O)CC1=CC=CC(C#N)=C1 OPXXSJPYILUUIW-UHFFFAOYSA-N 0.000 claims 1
ZHSLHDKBPAJRER-UHFFFAOYSA-N 3-[2-oxo-2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=CC(C#N)=C1 ZHSLHDKBPAJRER-UHFFFAOYSA-N 0.000 claims 1
HSDRSHRUCRULKC-UHFFFAOYSA-N 3-[2-oxo-2-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]ethyl]benzonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)CC1=CC=CC(C#N)=C1 HSDRSHRUCRULKC-UHFFFAOYSA-N 0.000 claims 1
YQINIUPFGLELPA-UHFFFAOYSA-N 3-[2-oxo-2-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CC=2)CC2(CC2)N1C(=O)CC1=CC=CC(C#N)=C1 YQINIUPFGLELPA-UHFFFAOYSA-N 0.000 claims 1
CDYMMVOODQCFLH-UHFFFAOYSA-N 3-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC(CC(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 CDYMMVOODQCFLH-UHFFFAOYSA-N 0.000 claims 1
RCDJAHDGOGLZQF-UHFFFAOYSA-N 3-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CC1=CC=CC(C#N)=C1 RCDJAHDGOGLZQF-UHFFFAOYSA-N 0.000 claims 1
JAMDEKICHRKOEA-UHFFFAOYSA-N 3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=CC(C#N)=C1 JAMDEKICHRKOEA-UHFFFAOYSA-N 0.000 claims 1
FILFGCLZSOUTAS-UHFFFAOYSA-N 3-[4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]piperidin-1-yl]propanenitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)C1CCN(CCC#N)CC1 FILFGCLZSOUTAS-UHFFFAOYSA-N 0.000 claims 1
RSURGGUCRLWFOJ-UHFFFAOYSA-N 3-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]benzonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1=CC=CC(C#N)=C1 RSURGGUCRLWFOJ-UHFFFAOYSA-N 0.000 claims 1
LGGWCVOONSGENJ-UHFFFAOYSA-N 3-[6-methyl-7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C1CC21CN(C=1C=3C=CNC=3N=CN=1)C(C)CN2C(=O)C1=CC=CC(C#N)=C1 LGGWCVOONSGENJ-UHFFFAOYSA-N 0.000 claims 1
ZOWZDELQULSWNS-UHFFFAOYSA-N 3-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C=12C=CNC2=NC(N)=NC=1N(CC12CC2)CCN1C(=O)C1=CC=CC(C#N)=C1 ZOWZDELQULSWNS-UHFFFAOYSA-N 0.000 claims 1
RCZFUECRVMFNGU-UHFFFAOYSA-N 3-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C=12C(Cl)=CNC2=NC=NC=1N(CC12CC2)CCN1C(=O)C1=CC=CC(C#N)=C1 RCZFUECRVMFNGU-UHFFFAOYSA-N 0.000 claims 1
YKPVCXSVBSBYHQ-UHFFFAOYSA-N 3-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound COC1=CN=C2NC=CC2=C1N(CC12CC2)CCN1C(=O)C1=CC=CC(C#N)=C1 YKPVCXSVBSBYHQ-UHFFFAOYSA-N 0.000 claims 1
AFGLDSOHSDUJMC-UHFFFAOYSA-N 3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]-1h-indazole-6-carbonitrile Chemical compound N=1NC2=CC(C#N)=CC=C2C=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 AFGLDSOHSDUJMC-UHFFFAOYSA-N 0.000 claims 1
XUOBNHOZLKZAQF-UHFFFAOYSA-N 3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 XUOBNHOZLKZAQF-UHFFFAOYSA-N 0.000 claims 1
GJZVSUQWALCXML-UHFFFAOYSA-N 3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C=1C=CC(C#N)=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 GJZVSUQWALCXML-UHFFFAOYSA-N 0.000 claims 1
MFZAUSIYZKFXCZ-UHFFFAOYSA-N 3-[[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]sulfonylmethyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2S(=O)(=O)CC1=CC=CC(C#N)=C1 MFZAUSIYZKFXCZ-UHFFFAOYSA-N 0.000 claims 1
MPJKAPJJMWBQTK-UHFFFAOYSA-N 3-[[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]sulfonylmethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1S(=O)(=O)CC1=CC=CC(C#N)=C1 MPJKAPJJMWBQTK-UHFFFAOYSA-N 0.000 claims 1
XXANYWPLKQHMBL-UHFFFAOYSA-N 3-fluoro-4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethoxy]benzenesulfonamide Chemical compound FC1=CC(S(=O)(=O)N)=CC=C1OCC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 XXANYWPLKQHMBL-UHFFFAOYSA-N 0.000 claims 1
SKANPAXCLMQNRT-UHFFFAOYSA-N 3-fluoro-4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzonitrile Chemical compound FC1=CC(C#N)=CC=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 SKANPAXCLMQNRT-UHFFFAOYSA-N 0.000 claims 1
PFFGZZYYVWFNNA-UHFFFAOYSA-N 3-fluoro-4-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]benzonitrile Chemical compound FC1=CC(C#N)=CC=C1C(=O)N1C(CN2C=3C=4C=CNC=4N=CN=3)CC2C1 PFFGZZYYVWFNNA-UHFFFAOYSA-N 0.000 claims 1
HGKOYFGUDRAMAX-UHFFFAOYSA-N 3-fluoro-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound FC1=CC(C#N)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 HGKOYFGUDRAMAX-UHFFFAOYSA-N 0.000 claims 1
XCYVQUTYZPHBGU-UHFFFAOYSA-N 3-methoxy-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propan-1-one Chemical compound COCCC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 XCYVQUTYZPHBGU-UHFFFAOYSA-N 0.000 claims 1
NQFLVWPJWHKROK-UHFFFAOYSA-N 3-methoxy-4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzenesulfonamide Chemical compound COC1=CC(S(N)(=O)=O)=CC=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 NQFLVWPJWHKROK-UHFFFAOYSA-N 0.000 claims 1
ZPOCEENITFOXHS-UHFFFAOYSA-N 3-methoxy-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound COC1=CC(S(N)(=O)=O)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 ZPOCEENITFOXHS-UHFFFAOYSA-N 0.000 claims 1
IKIRMVCXSJMIOF-UHFFFAOYSA-N 3-methyl-4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethoxy]benzenesulfonamide Chemical compound CC1=CC(S(N)(=O)=O)=CC=C1OCC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 IKIRMVCXSJMIOF-UHFFFAOYSA-N 0.000 claims 1
PURFDEPVCCASAO-UHFFFAOYSA-N 3-methyl-4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzenesulfonamide Chemical compound CC1=CC(S(N)(=O)=O)=CC=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 PURFDEPVCCASAO-UHFFFAOYSA-N 0.000 claims 1
WHJJCPNMJVWAJY-UHFFFAOYSA-N 3-methyl-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound CC1=CC(S(N)(=O)=O)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 WHJJCPNMJVWAJY-UHFFFAOYSA-N 0.000 claims 1
KWVJESLMVRTBSA-UHFFFAOYSA-N 3-methylsulfanyl-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propan-1-one Chemical compound CSCCC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 KWVJESLMVRTBSA-UHFFFAOYSA-N 0.000 claims 1
JFUINYCAYUITOR-UHFFFAOYSA-N 3-methylsulfonyl-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propan-1-one Chemical compound CS(=O)(=O)CCC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 JFUINYCAYUITOR-UHFFFAOYSA-N 0.000 claims 1
CVACZWQMWMLIHX-UHFFFAOYSA-N 3-oxo-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]propanenitrile Chemical compound N#CCC(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 CVACZWQMWMLIHX-UHFFFAOYSA-N 0.000 claims 1
NTQAFBOEPYXCPY-UHFFFAOYSA-N 3-oxo-3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propane-1-sulfonamide Chemical compound NS(=O)(=O)CCC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 NTQAFBOEPYXCPY-UHFFFAOYSA-N 0.000 claims 1
NZURUNNCOHXVTP-UHFFFAOYSA-N 3-oxo-3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propanenitrile Chemical compound N#CCC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 NZURUNNCOHXVTP-UHFFFAOYSA-N 0.000 claims 1
IDIBPSWVMNFZCR-UHFFFAOYSA-N 3-phenyl-1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]propan-1-one Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CCC1=CC=CC=C1 IDIBPSWVMNFZCR-UHFFFAOYSA-N 0.000 claims 1
DZTGELSLCKDUAL-UHFFFAOYSA-N 3-phenyl-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propan-1-one Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CCC1=CC=CC=C1 DZTGELSLCKDUAL-UHFFFAOYSA-N 0.000 claims 1
DOMJJPRLJKXCLJ-UHFFFAOYSA-N 3h-benzimidazol-5-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=C2NC=NC2=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 DOMJJPRLJKXCLJ-UHFFFAOYSA-N 0.000 claims 1
KMLRFBZTRHIMLV-UHFFFAOYSA-N 4,4,4-trifluoro-1-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]butan-1-one Chemical compound FC(F)(F)CCC(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 KMLRFBZTRHIMLV-UHFFFAOYSA-N 0.000 claims 1
IVRDLMDPUXIGBL-UHFFFAOYSA-N 4,4,4-trifluoro-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]butan-1-one Chemical compound FC(F)(F)CCC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 IVRDLMDPUXIGBL-UHFFFAOYSA-N 0.000 claims 1
GVMKEVNXUWLWIQ-UHFFFAOYSA-N 4-(8-propylsulfonyl-3,8-diazabicyclo[3.2.1]octan-3-yl)-7h-pyrrolo[2,3-d]pyrimidine Chemical compound CCCS(=O)(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 GVMKEVNXUWLWIQ-UHFFFAOYSA-N 0.000 claims 1
UUBWHTVHRPTXEA-UHFFFAOYSA-N 4-[1,1-difluoro-2-oxo-2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C(F)(F)C1=CC=C(C#N)C=C1 UUBWHTVHRPTXEA-UHFFFAOYSA-N 0.000 claims 1
BGLXQIFYTJBVLY-UHFFFAOYSA-N 4-[1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropyl]benzonitrile Chemical compound C1CC1(C=1C=CC(=CC=1)C#N)C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 BGLXQIFYTJBVLY-UHFFFAOYSA-N 0.000 claims 1
XLZFTRUVSKMIRG-UHFFFAOYSA-N 4-[2-[6-methyl-7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]benzonitrile Chemical compound C1CC21CN(C=1C=3C=CNC=3N=CN=1)C(C)CN2C(=O)CC1=CC=C(C#N)C=C1 XLZFTRUVSKMIRG-UHFFFAOYSA-N 0.000 claims 1
QTKRJPMJBFWBHO-UHFFFAOYSA-N 4-[2-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]benzonitrile Chemical compound C=12C=CNC2=NC(N)=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=C(C#N)C=C1 QTKRJPMJBFWBHO-UHFFFAOYSA-N 0.000 claims 1
VAINTVPSHCDXAO-UHFFFAOYSA-N 4-[2-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]benzonitrile Chemical compound C=12C(Cl)=CNC2=NC=NC=1N(CC12CC2)CCN1C(=O)CC1=CC=C(C#N)C=C1 VAINTVPSHCDXAO-UHFFFAOYSA-N 0.000 claims 1
CYHIORCYIDUPEF-UHFFFAOYSA-N 4-[2-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-oxoethyl]benzonitrile Chemical compound COC1=CN=C2NC=CC2=C1N(CC12CC2)CCN1C(=O)CC1=CC=C(C#N)C=C1 CYHIORCYIDUPEF-UHFFFAOYSA-N 0.000 claims 1
KZEOEOPSOASBFU-UHFFFAOYSA-N 4-[2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-2-sulfanylideneethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=S)CC1=CC=C(C#N)C=C1 KZEOEOPSOASBFU-UHFFFAOYSA-N 0.000 claims 1
KNRCHMFQINZJGT-UHFFFAOYSA-N 4-[2-oxo-2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]acetyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C(=O)C1=CC=C(C#N)C=C1 KNRCHMFQINZJGT-UHFFFAOYSA-N 0.000 claims 1
YFKJJMLFHYIWCK-UHFFFAOYSA-N 4-[2-oxo-2-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]ethyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)CC1=CC=C(C#N)C=C1 YFKJJMLFHYIWCK-UHFFFAOYSA-N 0.000 claims 1
QPMLITDFLLEOCT-UHFFFAOYSA-N 4-[2-oxo-2-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]ethyl]benzonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)CC1=CC=C(C#N)C=C1 QPMLITDFLLEOCT-UHFFFAOYSA-N 0.000 claims 1
OJRDRHLNYPGKCW-UHFFFAOYSA-N 4-[2-oxo-2-[7-(1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CC=2)CC2(CC2)N1C(=O)CC1=CC=C(C#N)C=C1 OJRDRHLNYPGKCW-UHFFFAOYSA-N 0.000 claims 1
FNKUMUMNVZHDDZ-UHFFFAOYSA-N 4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]acetyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C(=O)C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 FNKUMUMNVZHDDZ-UHFFFAOYSA-N 0.000 claims 1
HHOYAMPAZWCZCA-UHFFFAOYSA-N 4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]acetyl]benzonitrile Chemical compound C=1C=C(C#N)C=CC=1C(=O)C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 HHOYAMPAZWCZCA-UHFFFAOYSA-N 0.000 claims 1
AYDKVWQZTVQVKX-UHFFFAOYSA-N 4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethoxy]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1OCC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 AYDKVWQZTVQVKX-UHFFFAOYSA-N 0.000 claims 1
GJUJNIADFHNSJK-UHFFFAOYSA-N 4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]benzonitrile Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)CC1=CC=C(C#N)C=C1 GJUJNIADFHNSJK-UHFFFAOYSA-N 0.000 claims 1
BTWTVYDPONAZCI-UHFFFAOYSA-N 4-[2-oxo-2-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]ethyl]sulfanylbenzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1SCC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 BTWTVYDPONAZCI-UHFFFAOYSA-N 0.000 claims 1
CLXQYFMXUSVSCA-UHFFFAOYSA-N 4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 CLXQYFMXUSVSCA-UHFFFAOYSA-N 0.000 claims 1
OTRFKWAHXGOSHL-UHFFFAOYSA-N 4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C(=O)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 OTRFKWAHXGOSHL-UHFFFAOYSA-N 0.000 claims 1
HGZHOURNQOKOHS-UHFFFAOYSA-N 4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]benzonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=C(C#N)C=C1 HGZHOURNQOKOHS-UHFFFAOYSA-N 0.000 claims 1
PJELVRKPLORUIW-UHFFFAOYSA-N 4-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbonyl]oxane-4-carbonitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1(C#N)CCOCC1 PJELVRKPLORUIW-UHFFFAOYSA-N 0.000 claims 1
VLHQJSOEJQCQCO-UHFFFAOYSA-N 4-[3-oxo-3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propoxy]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1OCCC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 VLHQJSOEJQCQCO-UHFFFAOYSA-N 0.000 claims 1
NOKNXXXIHXYPBT-UHFFFAOYSA-N 4-[3-oxo-3-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]propyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1CCC(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 NOKNXXXIHXYPBT-UHFFFAOYSA-N 0.000 claims 1
MIECFILENFWLQB-UHFFFAOYSA-N 4-[4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenyl]sulfonylbutanenitrile Chemical compound C=1C=C(S(=O)(=O)CCCC#N)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 MIECFILENFWLQB-UHFFFAOYSA-N 0.000 claims 1
MPUMNUQBLSLRQU-UHFFFAOYSA-N 4-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]benzonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1=CC=C(C#N)C=C1 MPUMNUQBLSLRQU-UHFFFAOYSA-N 0.000 claims 1
RRMBRVPVMMXYQU-UHFFFAOYSA-N 4-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]oxane-4-carbonitrile Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1(C#N)CCOCC1 RRMBRVPVMMXYQU-UHFFFAOYSA-N 0.000 claims 1
UYHSERSBIDEMAS-UHFFFAOYSA-N 4-[5-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]furan-2-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=CC=C(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)O1 UYHSERSBIDEMAS-UHFFFAOYSA-N 0.000 claims 1
IHSSAANOAWANBO-UHFFFAOYSA-N 4-[6-methyl-7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-4-oxobutanenitrile Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)C(C)CN(C(=O)CCC#N)C21CC2 IHSSAANOAWANBO-UHFFFAOYSA-N 0.000 claims 1
UPMPTQIZAPTKKJ-UHFFFAOYSA-N 4-[6-methyl-7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C1CC21CN(C=1C=3C=CNC=3N=CN=1)C(C)CN2C(=O)C1=CC=C(C#N)C=C1 UPMPTQIZAPTKKJ-UHFFFAOYSA-N 0.000 claims 1
YLNYANZUHZFUQE-UHFFFAOYSA-N 4-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-4-oxobutanenitrile Chemical compound C=12C=CNC2=NC(N)=NC=1N(C1)CCN(C(=O)CCC#N)C21CC2 YLNYANZUHZFUQE-UHFFFAOYSA-N 0.000 claims 1
JMTIMIHSDDRQRH-UHFFFAOYSA-N 4-[7-(2-amino-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C=12C=CNC2=NC(N)=NC=1N(CC12CC2)CCN1C(=O)C1=CC=C(C#N)C=C1 JMTIMIHSDDRQRH-UHFFFAOYSA-N 0.000 claims 1
OMYGJJIINSIBBL-UHFFFAOYSA-N 4-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]-4-oxobutanenitrile Chemical compound C=12C(Cl)=CNC2=NC=NC=1N(C1)CCN(C(=O)CCC#N)C21CC2 OMYGJJIINSIBBL-UHFFFAOYSA-N 0.000 claims 1
LMVRXEVAALPWOP-UHFFFAOYSA-N 4-[7-(5-chloro-7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound C=12C(Cl)=CNC2=NC=NC=1N(CC12CC2)CCN1C(=O)C1=CC=C(C#N)C=C1 LMVRXEVAALPWOP-UHFFFAOYSA-N 0.000 claims 1
VIIDCOGTJNLHNH-UHFFFAOYSA-N 4-[7-(5-methoxy-1h-pyrrolo[2,3-b]pyridin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzonitrile Chemical compound COC1=CN=C2NC=CC2=C1N(CC12CC2)CCN1C(=O)C1=CC=C(C#N)C=C1 VIIDCOGTJNLHNH-UHFFFAOYSA-N 0.000 claims 1
MNCSZEYSUMFCNX-UHFFFAOYSA-N 4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]-n-(2-thiophen-2-ylethyl)benzenesulfonamide Chemical compound C=1C=C(S(=O)(=O)NCCC=2SC=CC=2)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 MNCSZEYSUMFCNX-UHFFFAOYSA-N 0.000 claims 1
SYGVFOPFUYTUBX-UHFFFAOYSA-N 4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 SYGVFOPFUYTUBX-UHFFFAOYSA-N 0.000 claims 1
RGOXKCFXZHLQDP-UHFFFAOYSA-N 4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 RGOXKCFXZHLQDP-UHFFFAOYSA-N 0.000 claims 1
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HRKBSOYXUISAKH-UHFFFAOYSA-N ethyl 3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate Chemical compound CCOC(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 HRKBSOYXUISAKH-UHFFFAOYSA-N 0.000 claims 1
HAHWJQLMZREYFZ-UHFFFAOYSA-N ethyl n-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbothioyl]carbamate Chemical compound CCOC(=O)NC(=S)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 HAHWJQLMZREYFZ-UHFFFAOYSA-N 0.000 claims 1
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JIHJMVYVVXMPNG-UHFFFAOYSA-N methyl 4-[4-(1-cyanocyclopropanecarbonyl)-4,7-diazaspiro[2.5]octan-7-yl]-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=CN=C2NC(C(=O)OC)=CC2=C1N(CC12CC2)CCN1C(=O)C1(C#N)CC1 JIHJMVYVVXMPNG-UHFFFAOYSA-N 0.000 claims 1
QDGIILWXRITHNU-UHFFFAOYSA-N methyl 4-[4-[2-(3-cyanophenyl)acetyl]-4,7-diazaspiro[2.5]octan-7-yl]-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=CN=C2NC(C(=O)OC)=CC2=C1N(CC12CC2)CCN1C(=O)CC1=CC=CC(C#N)=C1 QDGIILWXRITHNU-UHFFFAOYSA-N 0.000 claims 1
ZKZIRPWQJMXXFW-UHFFFAOYSA-N methyl 4-[4-[2-(4-cyanophenyl)acetyl]-4,7-diazaspiro[2.5]octan-7-yl]-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=CN=C2NC(C(=O)OC)=CC2=C1N(CC12CC2)CCN1C(=O)CC1=CC=C(C#N)C=C1 ZKZIRPWQJMXXFW-UHFFFAOYSA-N 0.000 claims 1
VSPPJBRFVVWMBM-UHFFFAOYSA-N methyl 4-[4-[2-(4-fluorophenyl)acetyl]-4,7-diazaspiro[2.5]octan-7-yl]-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=CN=C2NC(C(=O)OC)=CC2=C1N(CC12CC2)CCN1C(=O)CC1=CC=C(F)C=C1 VSPPJBRFVVWMBM-UHFFFAOYSA-N 0.000 claims 1
XHDXDDAUTLPJNH-UHFFFAOYSA-N methyl 4-[4-[2-[4-(cyanomethyl)phenyl]acetyl]-4,7-diazaspiro[2.5]octan-7-yl]-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=CN=C2NC(C(=O)OC)=CC2=C1N(CC12CC2)CCN1C(=O)CC1=CC=C(CC#N)C=C1 XHDXDDAUTLPJNH-UHFFFAOYSA-N 0.000 claims 1
UDGGNVBJPBXBTO-UHFFFAOYSA-N methyl 4-[4-[2-[4-(trifluoromethyl)phenyl]acetyl]-4,7-diazaspiro[2.5]octan-7-yl]-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate Chemical compound N1=CN=C2NC(C(=O)OC)=CC2=C1N(CC12CC2)CCN1C(=O)CC1=CC=C(C(F)(F)F)C=C1 UDGGNVBJPBXBTO-UHFFFAOYSA-N 0.000 claims 1
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VGJZRZMJCFJKCB-UHFFFAOYSA-N n,n-dimethyl-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N(C)C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 VGJZRZMJCFJKCB-UHFFFAOYSA-N 0.000 claims 1
FADFWZVKHVECCV-UHFFFAOYSA-N n-(2-cyanoethyl)-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C=1C=C(S(=O)(=O)NCCC#N)C=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 FADFWZVKHVECCV-UHFFFAOYSA-N 0.000 claims 1
JTGSMNCLWHDXDL-UHFFFAOYSA-N n-(2-cyanoethyl)-n-methyl-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropane-1-carboxamide Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)C1(C(=O)N(CCC#N)C)CC1 JTGSMNCLWHDXDL-UHFFFAOYSA-N 0.000 claims 1
BICGWHKWNCOERD-UHFFFAOYSA-N n-(2-methoxyethyl)-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)NCCOC)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 BICGWHKWNCOERD-UHFFFAOYSA-N 0.000 claims 1
VXEFMFQVHUSMED-UHFFFAOYSA-N n-(2-methylpropyl)-3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbothioamide Chemical compound CC(C)CNC(=S)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 VXEFMFQVHUSMED-UHFFFAOYSA-N 0.000 claims 1
IJBSPJWKAMHYHB-UHFFFAOYSA-N n-(2-oxooxolan-3-yl)-3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbothioamide Chemical compound O=C1OCCC1NC(=S)N1C2CCC1CN(C=1C=3C=CNC=3N=CN=1)C2 IJBSPJWKAMHYHB-UHFFFAOYSA-N 0.000 claims 1
HHOTWZXARQLDLS-UHFFFAOYSA-N n-(3-methoxypropyl)-3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carbothioamide Chemical compound COCCCNC(=S)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 HHOTWZXARQLDLS-UHFFFAOYSA-N 0.000 claims 1
DJJDJEFRZDISBX-UHFFFAOYSA-N n-(cyanomethyl)-n-methyl-1-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]cyclopropane-1-carboxamide Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)C1(C(=O)N(CC#N)C)CC1 DJJDJEFRZDISBX-UHFFFAOYSA-N 0.000 claims 1
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UVXADDNJUJVMDN-UHFFFAOYSA-N n-methyl-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)NC)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 UVXADDNJUJVMDN-UHFFFAOYSA-N 0.000 claims 1
JQORFYVPQUGDEY-UHFFFAOYSA-N n-methyl-5-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]thiophene-3-sulfonamide Chemical compound CNS(=O)(=O)C1=CSC(C(=O)N2C3(CC3)CN(CC2)C=2C=3C=CNC=3N=CN=2)=C1 JQORFYVPQUGDEY-UHFFFAOYSA-N 0.000 claims 1
LPJPTLQSJJZFHF-UHFFFAOYSA-N n-propyl-4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)NCCC)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 LPJPTLQSJJZFHF-UHFFFAOYSA-N 0.000 claims 1
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GABIRVXFGVFMHK-UHFFFAOYSA-N oxolan-3-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C1CN(C=2C=3C=CNC=3N=CN=2)CC2(CC2)N1C(=O)C1CCOC1 GABIRVXFGVFMHK-UHFFFAOYSA-N 0.000 claims 1
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MYWRDDWEOYECBB-UHFFFAOYSA-N phenyl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=CC=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 MYWRDDWEOYECBB-UHFFFAOYSA-N 0.000 claims 1
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MJGLPWAMXPLADO-UHFFFAOYSA-N pyridin-3-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=CN=C1 MJGLPWAMXPLADO-UHFFFAOYSA-N 0.000 claims 1
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OOVLOQCEWXCIFA-UHFFFAOYSA-N pyridin-3-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=CN=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 OOVLOQCEWXCIFA-UHFFFAOYSA-N 0.000 claims 1
XAPUXKQJVCLIGU-UHFFFAOYSA-N pyridin-4-yl-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone Chemical compound C1N(C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1=CC=NC=C1 XAPUXKQJVCLIGU-UHFFFAOYSA-N 0.000 claims 1
PCGMZJPNWPBWQT-UHFFFAOYSA-N pyridin-4-yl-[5-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C1C(N(C2)C=3C=4C=CNC=4N=CN=3)CC2N1C(=O)C1=CC=NC=C1 PCGMZJPNWPBWQT-UHFFFAOYSA-N 0.000 claims 1
NPQVYXUKFOKUCI-UHFFFAOYSA-N pyridin-4-yl-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octan-4-yl]methanone Chemical compound C=1C=NC=CC=1C(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 NPQVYXUKFOKUCI-UHFFFAOYSA-N 0.000 claims 1
125000000714 pyrimidinyl group Chemical group 0.000 claims 1
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125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 1
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FBOHBMDPMVKPSX-UHFFFAOYSA-N tert-butyl 3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate Chemical compound CC(C)(C)OC(=O)N1C(C2)CCC1CN2C1=NC=NC2=C1C=CN2 FBOHBMDPMVKPSX-UHFFFAOYSA-N 0.000 claims 1
XPJUNAXUEPQKNA-UHFFFAOYSA-N tert-butyl 7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C=2C=3C=CNC=3N=CN=2)CC11CC1 XPJUNAXUEPQKNA-UHFFFAOYSA-N 0.000 claims 1
YZLKNVGXXXDYOV-UHFFFAOYSA-N tert-butyl n-[2-[[4-[7-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diazaspiro[2.5]octane-4-carbonyl]phenyl]sulfonylamino]ethyl]carbamate Chemical compound C1=CC(S(=O)(=O)NCCNC(=O)OC(C)(C)C)=CC=C1C(=O)N1C2(CC2)CN(C=2C=3C=CNC=3N=CN=2)CC1 YZLKNVGXXXDYOV-UHFFFAOYSA-N 0.000 claims 1
125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 claims 1
238000002560 therapeutic procedure Methods 0.000 claims 1
210000001685 thyroid gland Anatomy 0.000 claims 1

JP2012518753A 2009-07-08 2010-07-08 Ｊａｋ受容体およびタンパク質チロシンキナーゼ阻害薬としての複素環化合物 Expired - Fee Related JP5690823B2 (ja)