SG183551A1 - Piperidin-4-yl azetidine derivatives as jak1 inhibitors - Google Patents

Info

Publication number

SG183551A1

SG183551A1 SG2012064457A SG2012064457A SG183551A1 SG 183551 A1 SG183551 A1 SG 183551A1 SG 2012064457 A SG2012064457 A SG 2012064457A SG 2012064457 A SG2012064457 A SG 2012064457A SG 183551 A1 SG183551 A1 SG 183551A1

Authority

SG

Singapore

Prior art keywords

pyrrolo

azetidin

pyrazol

pyrimidin

piperidin

Prior art date

2010-03-10

Links

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• DDOFLXMWWKLMSZ-UHFFFAOYSA-N 4-(azetidin-1-yl)piperidine Chemical class C1CCN1C1CCNCC1 DDOFLXMWWKLMSZ-UHFFFAOYSA-N 0.000 title abstract description 4
• 229940116839 Janus kinase 1 inhibitor Drugs 0.000 title 1
• 239000000203 mixture Substances 0.000 claims abstract description 132
• 238000000034 method Methods 0.000 claims abstract description 74
• 206010028980 Neoplasm Diseases 0.000 claims abstract description 33
• 201000011510 cancer Diseases 0.000 claims abstract description 24
• 208000023275 Autoimmune disease Diseases 0.000 claims abstract description 15
• 230000000694 effects Effects 0.000 claims abstract description 15
• 208000027866 inflammatory disease Diseases 0.000 claims abstract description 13
• WEVYAHXRMPXWCK-UHFFFAOYSA-N methyl cyanide Natural products CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 634
• 125000000217 alkyl group Chemical group 0.000 claims description 378
• 150000001875 compounds Chemical class 0.000 claims description 247
• 125000004567 azetidin-3-yl group Chemical group N1CC(C1)* 0.000 claims description 240
• -1 nitro, hydroxyl Chemical group 0.000 claims description 162
• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 156
• 125000001072 heteroaryl group Chemical group 0.000 claims description 132
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 130
• 150000003839 salts Chemical class 0.000 claims description 127
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 120
• 125000001188 haloalkyl group Chemical group 0.000 claims description 110
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 106
• 125000003118 aryl group Chemical group 0.000 claims description 100
• 125000005843 halogen group Chemical group 0.000 claims description 90
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 81
• 229910052799 carbon Inorganic materials 0.000 claims description 72
• 102100033438 Tyrosine-protein kinase JAK1 Human genes 0.000 claims description 69
• 125000002950 monocyclic group Chemical group 0.000 claims description 68
• 125000003342 alkenyl group Chemical group 0.000 claims description 64
• 125000000304 alkynyl group Chemical group 0.000 claims description 64
• 125000002619 bicyclic group Chemical group 0.000 claims description 60
• 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims description 56
• 125000005115 alkyl carbamoyl group Chemical group 0.000 claims description 50
• 229910052757 nitrogen Inorganic materials 0.000 claims description 45
• 125000003545 alkoxy group Chemical group 0.000 claims description 41
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 40
• 125000003282 alkyl amino group Chemical group 0.000 claims description 38
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 38
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 38
• YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 35
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 33
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 27
• 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 26
• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 26
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 26
• 125000005311 halosulfanyl group Chemical group 0.000 claims description 26
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 25
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 25
• 125000001424 substituent group Chemical group 0.000 claims description 25
• 125000001624 naphthyl group Chemical group 0.000 claims description 22
• JSPCTNUQYWIIOT-UHFFFAOYSA-N piperidine-1-carboxamide Chemical compound NC(=O)N1CCCCC1 JSPCTNUQYWIIOT-UHFFFAOYSA-N 0.000 claims description 22
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 21
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 20
• FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 19
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 19
• JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 18
• 125000004471 alkyl aminosulfonyl group Chemical group 0.000 claims description 16
• 125000001153 fluoro group Chemical group F* 0.000 claims description 16
• 229910052739 hydrogen Inorganic materials 0.000 claims description 16
• 125000004414 alkyl thio group Chemical group 0.000 claims description 15
• 206010028537 myelofibrosis Diseases 0.000 claims description 15
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 15
• 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 14
• 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 14
• 150000001721 carbon Chemical group 0.000 claims description 13
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
• 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 13
• 125000000355 1,3-benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 12
• 208000014767 Myeloproliferative disease Diseases 0.000 claims description 12
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
• INSWZAQOISIYDT-UHFFFAOYSA-N imidazo[1,2-a]pyrimidine Chemical group C1=CC=NC2=NC=CN21 INSWZAQOISIYDT-UHFFFAOYSA-N 0.000 claims description 12
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 12
• WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical group C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 12
• 238000000634 powder X-ray diffraction Methods 0.000 claims description 12
• 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 11
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 11
• 125000003386 piperidinyl group Chemical group 0.000 claims description 11
• 208000003476 primary myelofibrosis Diseases 0.000 claims description 11
• 208000032027 Essential Thrombocythemia Diseases 0.000 claims description 10
• 208000017733 acquired polycythemia vera Diseases 0.000 claims description 10
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 10
• 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 10
• 208000037244 polycythemia vera Diseases 0.000 claims description 10
• 101000997832 Homo sapiens Tyrosine-protein kinase JAK2 Proteins 0.000 claims description 9
• 102100033444 Tyrosine-protein kinase JAK2 Human genes 0.000 claims description 9
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 9
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 9
• 125000002971 oxazolyl group Chemical group 0.000 claims description 9
• 125000003226 pyrazolyl group Chemical group 0.000 claims description 9
• 208000017520 skin disease Diseases 0.000 claims description 9
• CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical group C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 9
• 201000007224 Myeloproliferative neoplasm Diseases 0.000 claims description 8
• 206010035226 Plasma cell myeloma Diseases 0.000 claims description 8
• 201000004681 Psoriasis Diseases 0.000 claims description 8
• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 8
• 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
• 125000002883 imidazolyl group Chemical group 0.000 claims description 8
• 125000000842 isoxazolyl group Chemical group 0.000 claims description 8
• 125000003373 pyrazinyl group Chemical group 0.000 claims description 8
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 8
• IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical group C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims description 7
• FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical group C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims description 7
• HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical group C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 7
• 208000034578 Multiple myelomas Diseases 0.000 claims description 7
• YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 7
• IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 7
• 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 7
• 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 7
• 238000001757 thermogravimetry curve Methods 0.000 claims description 7
• UGNHTUCXHZUOAH-UHFFFAOYSA-N 2-[1-[1-(3-fluorobenzoyl)-2-methylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CC1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1=CC=CC(F)=C1 UGNHTUCXHZUOAH-UHFFFAOYSA-N 0.000 claims description 6
• 208000006386 Bone Resorption Diseases 0.000 claims description 6
• 206010012442 Dermatitis contact Diseases 0.000 claims description 6
• 230000024279 bone resorption Effects 0.000 claims description 6
• 239000003937 drug carrier Substances 0.000 claims description 6
• 210000000056 organ Anatomy 0.000 claims description 6
• WZAHZXZSJCINDG-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-quinolin-6-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C=2C=C3C=CC=NC3=CC=2)C(F)=CC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 WZAHZXZSJCINDG-UHFFFAOYSA-N 0.000 claims description 5
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 5
• HVPCXDYPRNQTOB-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[3-(trifluoromethyl)pyridin-4-yl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CN=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 HVPCXDYPRNQTOB-UHFFFAOYSA-N 0.000 claims description 5
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 5
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 5
• 206010052779 Transplant rejections Diseases 0.000 claims description 5
• 208000019664 bone resorption disease Diseases 0.000 claims description 5
• 208000010247 contact dermatitis Diseases 0.000 claims description 5
• 238000000113 differential scanning calorimetry Methods 0.000 claims description 5
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
• PHQCGVFDGCIHIR-UHFFFAOYSA-N 2-[1-[1-[(2-chloro-6-fluorophenyl)methyl]-2-methylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CC1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1CC1=C(F)C=CC=C1Cl PHQCGVFDGCIHIR-UHFFFAOYSA-N 0.000 claims description 4
• ISESDXMWPTZKRT-UHFFFAOYSA-N 3-[[4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-2-methylpiperidin-1-yl]methyl]-6-(dimethylamino)-2-fluorobenzonitrile Chemical compound CC1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1CC1=CC=C(N(C)C)C(C#N)=C1F ISESDXMWPTZKRT-UHFFFAOYSA-N 0.000 claims description 4
• RZUCZMLSGAQMJN-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CC(F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 RZUCZMLSGAQMJN-UHFFFAOYSA-N 0.000 claims description 4
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• JEZSEZLTLKWQGU-UHFFFAOYSA-N 2-[1-[1-(3-fluorobenzoyl)-4-methylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(C)(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1=CC=CC(F)=C1 JEZSEZLTLKWQGU-UHFFFAOYSA-N 0.000 claims description 3
• DLPLELNVVGUNFT-UHFFFAOYSA-N 2-[1-[1-(cyclohexanecarbonyl)-4-methylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(C)(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1CCCCC1 DLPLELNVVGUNFT-UHFFFAOYSA-N 0.000 claims description 3
• KTBSXLIQKWEBRB-UHFFFAOYSA-N 2-[1-[1-[3-fluoro-2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CN=C(C(F)(F)F)C(F)=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 KTBSXLIQKWEBRB-UHFFFAOYSA-N 0.000 claims description 3
• IABHQWVXSVEBNY-UHFFFAOYSA-N 2-[1-[8-[(2-chloro-3,6-difluorophenyl)methyl]-8-azabicyclo[3.2.1]octan-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=C(F)C(CN2C3CCC2CC(C3)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1Cl IABHQWVXSVEBNY-UHFFFAOYSA-N 0.000 claims description 3
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• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 3
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• SXYZYVHCKFJFGK-UHFFFAOYSA-N (1-methylcyclopropyl)methyl 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidine-1-carboxylate Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)OCC1(C)CC1 SXYZYVHCKFJFGK-UHFFFAOYSA-N 0.000 claims description 2
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• YBLNSIVEOFFIIM-UHFFFAOYSA-N 2-[1-(1-cyclopropylsulfonylpiperidin-4-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1S(=O)(=O)C1CC1 YBLNSIVEOFFIIM-UHFFFAOYSA-N 0.000 claims description 2
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• QEGZRROKGOQUMC-UHFFFAOYSA-N 2-[1-(1-methylsulfonylpiperidin-4-yl)-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CN(S(=O)(=O)C)CCC1N1CC(CC#N)(N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)C1 QEGZRROKGOQUMC-UHFFFAOYSA-N 0.000 claims description 2
• WQOAJTQMCGXFLM-UHFFFAOYSA-N 2-[1-(1-methylsulfonylpiperidin-4-yl)-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CN(S(=O)(=O)C)CCC1N1CC(CC#N)(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)C1 WQOAJTQMCGXFLM-UHFFFAOYSA-N 0.000 claims description 2
• UVJGCVACFIBHKR-UHFFFAOYSA-N 2-[1-(1-methylsulfonylpiperidin-4-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CN(S(=O)(=O)C)CCC1N1CC(CC#N)(N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)C1 UVJGCVACFIBHKR-UHFFFAOYSA-N 0.000 claims description 2
• UMMXSJIRXBRCLD-UHFFFAOYSA-N 2-[1-(1-propan-2-ylsulfonylpiperidin-4-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CN(S(=O)(=O)C(C)C)CCC1N1CC(CC#N)(N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)C1 UMMXSJIRXBRCLD-UHFFFAOYSA-N 0.000 claims description 2
• UFKWNRRVABEXQF-PKOBYXMFSA-N 2-[1-[(3s,4r)-3-fluoro-1-[2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C([C@@H]([C@@H](CC1)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)F)N1C(=O)C1=CC=NC(C(F)(F)F)=N1 UFKWNRRVABEXQF-PKOBYXMFSA-N 0.000 claims description 2
• PXSWCPXQUZLXKG-UHFFFAOYSA-N 2-[1-[1-(1,3-oxazole-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1=NC=CO1 PXSWCPXQUZLXKG-UHFFFAOYSA-N 0.000 claims description 2
• NDRFHXUVPHBSHC-UHFFFAOYSA-N 2-[1-[1-(1-benzofuran-2-ylmethyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1N(C2CCN(CC=3OC4=CC=CC=C4C=3)CC2)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 NDRFHXUVPHBSHC-UHFFFAOYSA-N 0.000 claims description 2
• CMBZNHSLRJYIHI-UHFFFAOYSA-N 2-[1-[1-(1-benzothiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CC=C2SC(C(N3CCC(CC3)N3CC(CC#N)(C3)N3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)=O)=CC2=C1 CMBZNHSLRJYIHI-UHFFFAOYSA-N 0.000 claims description 2
• ZQMJYMBEZCWGSX-UHFFFAOYSA-N 2-[1-[1-(1-benzothiophene-3-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CC=C2C(C(N3CCC(CC3)N3CC(CC#N)(C3)N3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)=O)=CSC2=C1 ZQMJYMBEZCWGSX-UHFFFAOYSA-N 0.000 claims description 2
• CKGOHBCZKHFMPE-UHFFFAOYSA-N 2-[1-[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CN1C=NC(S(=O)(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CKGOHBCZKHFMPE-UHFFFAOYSA-N 0.000 claims description 2
• CTKQRINFSGLLTR-UHFFFAOYSA-N 2-[1-[1-(1-methylpyrazol-3-yl)sulfonylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CN1C=CC(S(=O)(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 CTKQRINFSGLLTR-UHFFFAOYSA-N 0.000 claims description 2
• VQUVLTANUQOWGQ-UHFFFAOYSA-N 2-[1-[1-(1-phenylcyclopropanecarbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1(C=2C=CC=CC=2)CC1 VQUVLTANUQOWGQ-UHFFFAOYSA-N 0.000 claims description 2
• ZQUFAQRNGXJXKU-UHFFFAOYSA-N 2-[1-[1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1N(C2CCN(CC=3C=C4OCCOC4=CC=3)CC2)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 ZQUFAQRNGXJXKU-UHFFFAOYSA-N 0.000 claims description 2
• VZODIXRRMOHNKE-UHFFFAOYSA-N 2-[1-[1-(2,3-dihydro-1h-indene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1C2=CC=CC=C2CC1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 VZODIXRRMOHNKE-UHFFFAOYSA-N 0.000 claims description 2
• SMVCBLYKCXTELF-UHFFFAOYSA-N 2-[1-[1-(2,5-dimethylfuran-3-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound O1C(C)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1C SMVCBLYKCXTELF-UHFFFAOYSA-N 0.000 claims description 2
• SBHHEMKZMHFDBK-UHFFFAOYSA-N 2-[1-[1-(2,6-difluoro-4-pyridin-3-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C(F)=C(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)C(F)=CC=1C1=CC=CN=C1 SBHHEMKZMHFDBK-UHFFFAOYSA-N 0.000 claims description 2
• REWRZUYGBLZJHU-UHFFFAOYSA-N 2-[1-[1-(2-bromothiophene-3-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound S1C=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1Br REWRZUYGBLZJHU-UHFFFAOYSA-N 0.000 claims description 2
• JPXPFBBAKOKSRT-UHFFFAOYSA-N 2-[1-[1-(2-chloro-6-methoxypyridine-4-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=NC(OC)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 JPXPFBBAKOKSRT-UHFFFAOYSA-N 0.000 claims description 2
• DMDURKJRBQMCDG-UHFFFAOYSA-N 2-[1-[1-(2-fluoro-4-hydroxybenzoyl)piperidin-4-yl]-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(O)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)CC1 DMDURKJRBQMCDG-UHFFFAOYSA-N 0.000 claims description 2
• MFJNAWBKFSYMLB-UHFFFAOYSA-N 2-[1-[1-(2-fluoro-4-hydroxybenzoyl)piperidin-4-yl]-3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(O)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2F)CC1 MFJNAWBKFSYMLB-UHFFFAOYSA-N 0.000 claims description 2
• KPIOSKYFOLZVGZ-UHFFFAOYSA-N 2-[1-[1-(2-fluoro-4-pyridin-3-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)C(F)=CC=1C1=CC=CN=C1 KPIOSKYFOLZVGZ-UHFFFAOYSA-N 0.000 claims description 2
• BRGQAIVRMIFYPX-UHFFFAOYSA-N 2-[1-[1-(2-fluoro-5-methoxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound COC1=CC=C(F)C(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 BRGQAIVRMIFYPX-UHFFFAOYSA-N 0.000 claims description 2
• USZNWFJQMFPPHA-UHFFFAOYSA-N 2-[1-[1-(2-fluoro-6-methoxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound COC1=CC=CC(F)=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 USZNWFJQMFPPHA-UHFFFAOYSA-N 0.000 claims description 2
• QTERYNFOEROINI-UHFFFAOYSA-N 2-[1-[1-(2-fluorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 QTERYNFOEROINI-UHFFFAOYSA-N 0.000 claims description 2
• UIZMYHBGWDBHMQ-UHFFFAOYSA-N 2-[1-[1-(2-methylpyrazol-3-yl)sulfonylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CN1N=CC=C1S(=O)(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 UIZMYHBGWDBHMQ-UHFFFAOYSA-N 0.000 claims description 2
• PEVDFLNZLMHOII-UHFFFAOYSA-N 2-[1-[1-(2-phenylacetyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)CC1=CC=CC=C1 PEVDFLNZLMHOII-UHFFFAOYSA-N 0.000 claims description 2
• DLIUAQISEFIHQE-UHFFFAOYSA-N 2-[1-[1-(3,5-dibromo-4-methoxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(Br)C(OC)=C(Br)C=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 DLIUAQISEFIHQE-UHFFFAOYSA-N 0.000 claims description 2
• CQHRLVINYXZBOO-UHFFFAOYSA-N 2-[1-[1-(3,5-difluoropyridine-4-carbonyl)piperidin-4-yl]-3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CN=CC(F)=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2F)CC1 CQHRLVINYXZBOO-UHFFFAOYSA-N 0.000 claims description 2
• LVWFVGNNMGWEOB-UHFFFAOYSA-N 2-[1-[1-(3,5-difluoropyridine-4-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CN=CC(F)=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 LVWFVGNNMGWEOB-UHFFFAOYSA-N 0.000 claims description 2
• CPDPOYFGOATSMC-UHFFFAOYSA-N 2-[1-[1-(3-bromo-5-fluorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(Br)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CPDPOYFGOATSMC-UHFFFAOYSA-N 0.000 claims description 2
• PONHYSCYLJVGGT-UHFFFAOYSA-N 2-[1-[1-(3-chloro-4-fluoro-1-benzothiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC=1C=2C(F)=CC=CC=2SC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 PONHYSCYLJVGGT-UHFFFAOYSA-N 0.000 claims description 2
• PWIXLGJSUQATBT-UHFFFAOYSA-N 2-[1-[1-(3-chloro-4-fluorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(Cl)C(F)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 PWIXLGJSUQATBT-UHFFFAOYSA-N 0.000 claims description 2
• XVKIJNUDBATXCI-UHFFFAOYSA-N 2-[1-[1-(3-chloro-4-hydroxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(Cl)C(O)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 XVKIJNUDBATXCI-UHFFFAOYSA-N 0.000 claims description 2
• ROZOGAUDFBWABS-UHFFFAOYSA-N 2-[1-[1-(3-chloro-5-fluorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(Cl)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ROZOGAUDFBWABS-UHFFFAOYSA-N 0.000 claims description 2
• GPKMLSFODGOOPI-UHFFFAOYSA-N 2-[1-[1-(3-chloro-6-fluoro-1-benzothiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound S1C2=CC(F)=CC=C2C(Cl)=C1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 GPKMLSFODGOOPI-UHFFFAOYSA-N 0.000 claims description 2
• YAEMRFMASWMAIB-UHFFFAOYSA-N 2-[1-[1-(3-chlorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=CC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 YAEMRFMASWMAIB-UHFFFAOYSA-N 0.000 claims description 2
• YKJZKTRGAOWQGE-UHFFFAOYSA-N 2-[1-[1-(3-chlorothiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CSC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1Cl YKJZKTRGAOWQGE-UHFFFAOYSA-N 0.000 claims description 2
• FSMLEFFQVXGPGK-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-hydroxybenzoyl)piperidin-4-yl]-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(F)C(O)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)CC1 FSMLEFFQVXGPGK-UHFFFAOYSA-N 0.000 claims description 2
• SCTARDNPGGAZRX-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-hydroxybenzoyl)piperidin-4-yl]-3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(F)C(O)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2F)CC1 SCTARDNPGGAZRX-UHFFFAOYSA-N 0.000 claims description 2
• FEHGTLOEQXJQIQ-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-hydroxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(F)C(O)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 FEHGTLOEQXJQIQ-UHFFFAOYSA-N 0.000 claims description 2
• LGVQWGBMXQBALU-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-imidazo[1,2-a]pyridin-6-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C2=CN3C=CN=C3C=C2)C(F)=CC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 LGVQWGBMXQBALU-UHFFFAOYSA-N 0.000 claims description 2
• XCNBPIQLDHQRRB-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-isoquinolin-6-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C=2C=C3C=CN=CC3=CC=2)C(F)=CC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 XCNBPIQLDHQRRB-UHFFFAOYSA-N 0.000 claims description 2
• MYHGFCOEZBQMGW-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-isoquinolin-7-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C=2C=C3C=NC=CC3=CC=2)C(F)=CC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 MYHGFCOEZBQMGW-UHFFFAOYSA-N 0.000 claims description 2
• DXOJEJQDPZHDFN-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-methoxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(F)C(OC)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 DXOJEJQDPZHDFN-UHFFFAOYSA-N 0.000 claims description 2
• MUFKQBYNDBPEJX-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-methylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(F)C(C)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 MUFKQBYNDBPEJX-UHFFFAOYSA-N 0.000 claims description 2
• OGWNCQSRNNZHNT-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-pyridin-3-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=C1C1=CC=CN=C1 OGWNCQSRNNZHNT-UHFFFAOYSA-N 0.000 claims description 2
• QPVKJTXYRZJLIT-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-pyridin-4-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=C1C1=CC=NC=C1 QPVKJTXYRZJLIT-UHFFFAOYSA-N 0.000 claims description 2
• PDTKIVOSSUKDHU-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-quinolin-7-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C=2C=C3N=CC=CC3=CC=2)C(F)=CC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 PDTKIVOSSUKDHU-UHFFFAOYSA-N 0.000 claims description 2
• XGMWXHBQIJOUSF-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-4-quinolin-8-ylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C=2C3=NC=CC=C3C=CC=2)C(F)=CC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 XGMWXHBQIJOUSF-UHFFFAOYSA-N 0.000 claims description 2
• IJRZRTMNZPOXPD-UHFFFAOYSA-N 2-[1-[1-(3-fluoro-5-methoxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound COC1=CC(F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 IJRZRTMNZPOXPD-UHFFFAOYSA-N 0.000 claims description 2
• YWETXYVWGHGDPH-UHFFFAOYSA-N 2-[1-[1-(3-fluorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 YWETXYVWGHGDPH-UHFFFAOYSA-N 0.000 claims description 2
• FKBKNZXJZQXGLP-UHFFFAOYSA-N 2-[1-[1-(3-methoxycyclohexanecarbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1C(OC)CCCC1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 FKBKNZXJZQXGLP-UHFFFAOYSA-N 0.000 claims description 2
• IDFGKBFSZUCHST-UHFFFAOYSA-N 2-[1-[1-(3-methylthiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CSC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1C IDFGKBFSZUCHST-UHFFFAOYSA-N 0.000 claims description 2
• CEDGQLZBXNDTRM-UHFFFAOYSA-N 2-[1-[1-(4,4-difluorocyclohexanecarbonyl)-2-methylpiperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CC1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1CCC(F)(F)CC1 CEDGQLZBXNDTRM-UHFFFAOYSA-N 0.000 claims description 2
• GQMRHFSVNVKOJI-UHFFFAOYSA-N 2-[1-[1-(4,4-difluorocyclohexanecarbonyl)piperidin-4-yl]-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(F)(F)CCC1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)CC1 GQMRHFSVNVKOJI-UHFFFAOYSA-N 0.000 claims description 2
• HDSRMYGFRHGZPX-UHFFFAOYSA-N 2-[1-[1-(4,4-difluorocyclohexanecarbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(F)(F)CCC1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 HDSRMYGFRHGZPX-UHFFFAOYSA-N 0.000 claims description 2
• WDOHYLSCXALEBN-UHFFFAOYSA-N 2-[1-[1-(4-chloro-3-fluorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(Cl)C(F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 WDOHYLSCXALEBN-UHFFFAOYSA-N 0.000 claims description 2
• XXZUBCPXZFVIPQ-UHFFFAOYSA-N 2-[1-[1-(4-fluoro-2-methoxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound COC1=CC(F)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 XXZUBCPXZFVIPQ-UHFFFAOYSA-N 0.000 claims description 2
• DHLKKOHJLVYBHE-UHFFFAOYSA-N 2-[1-[1-(4-fluoro-3-hydroxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(F)C(O)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 DHLKKOHJLVYBHE-UHFFFAOYSA-N 0.000 claims description 2
• AADHVPUFTNZHCH-UHFFFAOYSA-N 2-[1-[1-(4-fluorobenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CC(F)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 AADHVPUFTNZHCH-UHFFFAOYSA-N 0.000 claims description 2
• OLJTZRVGXSGXQJ-UHFFFAOYSA-N 2-[1-[1-(4-methylthiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CC1=CSC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 OLJTZRVGXSGXQJ-UHFFFAOYSA-N 0.000 claims description 2
• DUKGQZXOHHYYOE-UHFFFAOYSA-N 2-[1-[1-(4-phenylbenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C(C=C1)=CC=C1C1=CC=CC=C1 DUKGQZXOHHYYOE-UHFFFAOYSA-N 0.000 claims description 2
• PVZUXNMMBYHDFS-UHFFFAOYSA-N 2-[1-[1-(4-phenylcyclohexanecarbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C(CC1)CCC1C1=CC=CC=C1 PVZUXNMMBYHDFS-UHFFFAOYSA-N 0.000 claims description 2
• KACSUSIXJYMTAH-UHFFFAOYSA-N 2-[1-[1-(5-chlorothiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound S1C(Cl)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 KACSUSIXJYMTAH-UHFFFAOYSA-N 0.000 claims description 2
• KERVZMOHTHESEC-UHFFFAOYSA-N 2-[1-[1-(5-fluoro-2-methoxybenzoyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound COC1=CC=C(F)C=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 KERVZMOHTHESEC-UHFFFAOYSA-N 0.000 claims description 2
• LZQKJRVLKPAKIQ-UHFFFAOYSA-N 2-[1-[1-(5-fluoropyridine-2-carbonyl)piperidin-4-yl]-3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound N1=CC(F)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2F)CC1 LZQKJRVLKPAKIQ-UHFFFAOYSA-N 0.000 claims description 2
• SIPLUFHWHHQVCL-UHFFFAOYSA-N 2-[1-[1-(5-methylthiophene-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound S1C(C)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 SIPLUFHWHHQVCL-UHFFFAOYSA-N 0.000 claims description 2
• HZOBANCSUKNMLB-UHFFFAOYSA-N 2-[1-[1-(5-methylthiophene-3-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound S1C(C)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 HZOBANCSUKNMLB-UHFFFAOYSA-N 0.000 claims description 2
• CQYBEJRPYMDIOE-UHFFFAOYSA-N 2-[1-[1-(6-chloropyridine-2-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=CC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 CQYBEJRPYMDIOE-UHFFFAOYSA-N 0.000 claims description 2
• HHAUIQVPGMLYMC-UHFFFAOYSA-N 2-[1-[1-(naphthalene-1-carbonyl)piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CC=C2C(C(N3CCC(CC3)N3CC(CC#N)(C3)N3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)=O)=CC=CC2=C1 HHAUIQVPGMLYMC-UHFFFAOYSA-N 0.000 claims description 2
• GUGGWJYKSFKRDX-UHFFFAOYSA-N 2-[1-[1-[(2,3-dichlorophenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=CC=CC(CN2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1Cl GUGGWJYKSFKRDX-UHFFFAOYSA-N 0.000 claims description 2
• OXSPFXRDVRBQNS-UHFFFAOYSA-N 2-[1-[1-[(2,6-dibromopyridin-4-yl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound BrC1=NC(Br)=CC(CN2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 OXSPFXRDVRBQNS-UHFFFAOYSA-N 0.000 claims description 2
• GOLJRHSZAPEKIT-UHFFFAOYSA-N 2-[1-[1-[(2-chloro-3,4-dimethoxyphenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=C(OC)C(OC)=CC=C1CN1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 GOLJRHSZAPEKIT-UHFFFAOYSA-N 0.000 claims description 2
• GSVZUHXRYCYHON-UHFFFAOYSA-N 2-[1-[1-[(2-chloro-6-fluorophenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=CC(Cl)=C1CN1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 GSVZUHXRYCYHON-UHFFFAOYSA-N 0.000 claims description 2
• CUOPRISSKJCUKG-UHFFFAOYSA-N 2-[1-[1-[(2-fluoro-6-methoxyphenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound COC1=CC=CC(F)=C1CN1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 CUOPRISSKJCUKG-UHFFFAOYSA-N 0.000 claims description 2
• WAQCFGIFSZUCPG-UHFFFAOYSA-N 2-[1-[1-[(3,5-dichlorophenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=CC(Cl)=CC(CN2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 WAQCFGIFSZUCPG-UHFFFAOYSA-N 0.000 claims description 2
• VFBISBTYIXQZRX-UHFFFAOYSA-N 2-[1-[1-[(3,5-dichloropyridin-4-yl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=CN=CC(Cl)=C1CN1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 VFBISBTYIXQZRX-UHFFFAOYSA-N 0.000 claims description 2
• SWQZXCPMESABJL-UHFFFAOYSA-N 2-[1-[1-[(3,5-difluorophenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(F)=CC(CN2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 SWQZXCPMESABJL-UHFFFAOYSA-N 0.000 claims description 2
• CHQKZKZKVPCOPD-UHFFFAOYSA-N 2-[1-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound CC1=NOC(C)=C1S(=O)(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 CHQKZKZKVPCOPD-UHFFFAOYSA-N 0.000 claims description 2
• RGOVMAWIJMEFFV-UHFFFAOYSA-N 2-[1-[1-[(3-chloro-2,6-difluorophenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=C(Cl)C(F)=C1CN1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 RGOVMAWIJMEFFV-UHFFFAOYSA-N 0.000 claims description 2
• YUJWHVPMAKCLQL-UHFFFAOYSA-N 2-[1-[1-[(3-phenoxyphenyl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1C(CC#N)(N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CN1C(CC1)CCN1CC(C=1)=CC=CC=1OC1=CC=CC=C1 YUJWHVPMAKCLQL-UHFFFAOYSA-N 0.000 claims description 2
• DCYAMJKCSOSBMS-UHFFFAOYSA-N 2-[1-[1-[(5-methyl-3-phenyl-1,2-oxazol-4-yl)methyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1CC1=C(C)ON=C1C1=CC=CC=C1 DCYAMJKCSOSBMS-UHFFFAOYSA-N 0.000 claims description 2
• MFFGJKOCHMECCI-UHFFFAOYSA-N 2-[1-[1-[1-(4-chlorophenyl)cyclopropanecarbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 MFFGJKOCHMECCI-UHFFFAOYSA-N 0.000 claims description 2
• JNKOIMIJCLLCCZ-UHFFFAOYSA-N 2-[1-[1-[1-(5-chloro-3-fluoropyridin-2-yl)piperidine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(Cl)=CN=C1N1CCC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 JNKOIMIJCLLCCZ-UHFFFAOYSA-N 0.000 claims description 2
• ABDIANTVODPYMB-UHFFFAOYSA-N 2-[1-[1-[2-(2,6-dichlorophenyl)acetyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound ClC1=CC=CC(Cl)=C1CC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 ABDIANTVODPYMB-UHFFFAOYSA-N 0.000 claims description 2
• XYZYZQAUYJDMIB-UHFFFAOYSA-N 2-[1-[1-[2-fluoro-3-(trifluoromethoxy)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=C(OC(F)(F)F)C=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 XYZYZQAUYJDMIB-UHFFFAOYSA-N 0.000 claims description 2
• LCZLRZNEJKCKLP-UHFFFAOYSA-N 2-[1-[1-[2-fluoro-4-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(C(F)(F)F)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 LCZLRZNEJKCKLP-UHFFFAOYSA-N 0.000 claims description 2
• KBXFUEFOJIBZET-UHFFFAOYSA-N 2-[1-[1-[2-fluoro-4-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(C(F)(F)F)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 KBXFUEFOJIBZET-UHFFFAOYSA-N 0.000 claims description 2
• IKCMYXRBLUAWAV-UHFFFAOYSA-N 2-[1-[1-[2-fluoro-5-(trifluoromethoxy)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=C(OC(F)(F)F)C=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 IKCMYXRBLUAWAV-UHFFFAOYSA-N 0.000 claims description 2
• ACINUFQAHCROTB-UHFFFAOYSA-N 2-[1-[1-[2-fluoro-5-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=C(C(F)(F)F)C=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 ACINUFQAHCROTB-UHFFFAOYSA-N 0.000 claims description 2
• WCXNKZPHMSGZLR-UHFFFAOYSA-N 2-[1-[1-[2-fluoro-6-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=CC(C(F)(F)F)=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 WCXNKZPHMSGZLR-UHFFFAOYSA-N 0.000 claims description 2
• LBVRXDKQQKTQEZ-UHFFFAOYSA-N 2-[1-[1-[3-fluoro-4-(1,3-thiazol-2-yl)benzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=C1C1=NC=CS1 LBVRXDKQQKTQEZ-UHFFFAOYSA-N 0.000 claims description 2
• WWSOZBQBIZSBMT-UHFFFAOYSA-N 2-[1-[1-[3-fluoro-4-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(C(F)(F)F)C(F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)=C1 WWSOZBQBIZSBMT-UHFFFAOYSA-N 0.000 claims description 2
• AJXWDVYAVCKCDI-UHFFFAOYSA-N 2-[1-[1-[3-fluoro-4-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(C(F)(F)F)C(F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 AJXWDVYAVCKCDI-UHFFFAOYSA-N 0.000 claims description 2
• QJZJHKXDBUEAON-UHFFFAOYSA-N 2-[1-[1-[3-fluoro-5-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=CC(F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)=C1 QJZJHKXDBUEAON-UHFFFAOYSA-N 0.000 claims description 2
• XSVNQCQIBLRIMT-UHFFFAOYSA-N 2-[1-[1-[3-fluoro-5-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=CC(F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 XSVNQCQIBLRIMT-UHFFFAOYSA-N 0.000 claims description 2
• SYGQFABGIWNLOM-UHFFFAOYSA-N 2-[1-[1-[4-(1,3-benzoxazol-2-yl)-3-fluorobenzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C=1C=C(C=2OC3=CC=CC=C3N=2)C(F)=CC=1C(=O)N(CC1)CCC1N(C1)CC1(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 SYGQFABGIWNLOM-UHFFFAOYSA-N 0.000 claims description 2
• NUWQMLMLMCAVNH-UHFFFAOYSA-N 2-[1-[1-[4-(4-chlorophenyl)cyclohexanecarbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=CC(Cl)=CC=C1C1CCC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 NUWQMLMLMCAVNH-UHFFFAOYSA-N 0.000 claims description 2
• NVQFVRBMXAZTQX-UHFFFAOYSA-N 2-[1-[1-[4-(dimethylamino)-2,3,5,6-tetrafluorobenzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=C(F)C(N(C)C)=C(F)C(F)=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 NVQFVRBMXAZTQX-UHFFFAOYSA-N 0.000 claims description 2
• SIVUWBTZSQWEMO-UHFFFAOYSA-N 2-[1-[1-[4-[(dimethylamino)methyl]-6-(trifluoromethyl)pyridine-2-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=CC(CN(C)C)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 SIVUWBTZSQWEMO-UHFFFAOYSA-N 0.000 claims description 2
• VVYVGDLVYMCRNH-UHFFFAOYSA-N 2-[1-[1-[4-fluoro-3-(1,3-thiazol-2-yl)benzoyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CC=C(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)C=C1C1=NC=CS1 VVYVGDLVYMCRNH-UHFFFAOYSA-N 0.000 claims description 2
• RWBOINDPMIQJEW-UHFFFAOYSA-N 2-[1-[1-[4-fluoro-3-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(C(F)(F)F)C(F)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 RWBOINDPMIQJEW-UHFFFAOYSA-N 0.000 claims description 2
• WHJVPDNQGGMOKJ-UHFFFAOYSA-N 2-[1-[1-[4-hydroxy-3-(trifluoromethyl)benzoyl]piperidin-4-yl]-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(C(F)(F)F)C(O)=CC=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 WHJVPDNQGGMOKJ-UHFFFAOYSA-N 0.000 claims description 2
• GCOHIGJKONXAEP-UHFFFAOYSA-N 2-[1-[1-[5-chloro-2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl]-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=NC(C(F)(F)F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1Cl GCOHIGJKONXAEP-UHFFFAOYSA-N 0.000 claims description 2
• PKGGGRQJYMCPGJ-UHFFFAOYSA-N 2-[1-[1-[5-chloro-2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl]-3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CN=C2NC=CC2=C1C(=C1)C=NN1C(C1)(CC#N)CN1C(CC1)CCN1C(=O)C1=CC(C(F)(F)F)=NC=C1Cl PKGGGRQJYMCPGJ-UHFFFAOYSA-N 0.000 claims description 2
• JDKXQCYZSUBGIZ-UHFFFAOYSA-N 2-[1-[1-[5-fluoro-2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CN=C(C(F)(F)F)C=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 JDKXQCYZSUBGIZ-UHFFFAOYSA-N 0.000 claims description 2
• TZAXFARRUVEYEP-UHFFFAOYSA-N 2-[1-[1-[6-(diethylaminomethyl)-2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=NC(CN(CC)CC)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 TZAXFARRUVEYEP-UHFFFAOYSA-N 0.000 claims description 2
• YCUPPQQDENEPDE-UHFFFAOYSA-N 2-[1-[1-[6-(methylaminomethyl)-2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=NC(CNC)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 YCUPPQQDENEPDE-UHFFFAOYSA-N 0.000 claims description 2
• JNRKTCKRHAFRRA-UHFFFAOYSA-N 2-[1-[1-[6-[(dimethylamino)methyl]-2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=NC(CN(C)C)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 JNRKTCKRHAFRRA-UHFFFAOYSA-N 0.000 claims description 2
• FEFBBJITSXZSDF-UHFFFAOYSA-N 2-[1-[1-[6-[(dimethylamino)methyl]-3-fluoro-2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=NC(CN(C)C)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1F FEFBBJITSXZSDF-UHFFFAOYSA-N 0.000 claims description 2
• MLUPMLKNIWFKGK-UHFFFAOYSA-N 2-[1-[1-[6-[(propan-2-ylamino)methyl]-2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=NC(CNC(C)C)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 MLUPMLKNIWFKGK-UHFFFAOYSA-N 0.000 claims description 2
• OAVZDZYCFRCFJT-UHFFFAOYSA-N 2-[1-[8-(3,4-difluorobenzoyl)-8-azabicyclo[3.2.1]octan-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(F)C(F)=CC=C1C(=O)N1C2CCC1CC(N1CC(CC#N)(C1)N1N=CC(=C1)C=1C=3C=CNC=3N=CN=1)C2 OAVZDZYCFRCFJT-UHFFFAOYSA-N 0.000 claims description 2
• GIIDKVLLPDMGDB-UHFFFAOYSA-N 2-[1-[8-(4,4-difluorocyclohexanecarbonyl)-8-azabicyclo[3.2.1]octan-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(F)(F)CCC1C(=O)N1C2CCC1CC(N1CC(CC#N)(C1)N1N=CC(=C1)C=1C=3C=CNC=3N=CN=1)C2 GIIDKVLLPDMGDB-UHFFFAOYSA-N 0.000 claims description 2
• QFNWVHJIROLFLT-UHFFFAOYSA-N 2-[1-[8-(4-chloro-3-fluorobenzoyl)-8-azabicyclo[3.2.1]octan-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1=C(Cl)C(F)=CC(C(=O)N2C3CCC2CC(C3)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 QFNWVHJIROLFLT-UHFFFAOYSA-N 0.000 claims description 2
• SUEUCOGWGDIMGA-UHFFFAOYSA-N 2-[1-[8-(cyclohexanecarbonyl)-8-azabicyclo[3.2.1]octan-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1C(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1CCCCC1 SUEUCOGWGDIMGA-UHFFFAOYSA-N 0.000 claims description 2
• PRBOJCGIQKNJGO-UHFFFAOYSA-N 2-[1-[8-(cyclopentanecarbonyl)-8-azabicyclo[3.2.1]octan-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile Chemical compound C1C(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC2CCC1N2C(=O)C1CCCC1 PRBOJCGIQKNJGO-UHFFFAOYSA-N 0.000 claims description 2
• BVYGMVCQTFVMGF-UHFFFAOYSA-N 2-[3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]-1-[1-[2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=NC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)=N1 BVYGMVCQTFVMGF-UHFFFAOYSA-N 0.000 claims description 2
• CRFDRUXXZMHGKJ-UHFFFAOYSA-N 2-[3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]-1-[1-[3-(trifluoromethyl)benzoyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=CC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)=C1 CRFDRUXXZMHGKJ-UHFFFAOYSA-N 0.000 claims description 2
• LLALUBWLLLOTGO-UHFFFAOYSA-N 2-[3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]-1-[1-[4-(trifluoromethyl)-1,3-thiazole-2-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=CSC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)=N1 LLALUBWLLLOTGO-UHFFFAOYSA-N 0.000 claims description 2
• BANIJNZRBRRNLK-UHFFFAOYSA-N 2-[3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]-1-[1-[5-(trifluoromethyl)pyrazine-2-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound C1=NC(C(F)(F)F)=CN=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 BANIJNZRBRRNLK-UHFFFAOYSA-N 0.000 claims description 2
• BVSSQCPOTRJYOO-UHFFFAOYSA-N 2-[3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-1-[1-[2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=NC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=N1 BVSSQCPOTRJYOO-UHFFFAOYSA-N 0.000 claims description 2
• UCKYWCHSEKLWSK-UHFFFAOYSA-N 2-[3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-1-[1-[4-(trifluoromethyl)-1,3-thiazole-2-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=CSC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=N1 UCKYWCHSEKLWSK-UHFFFAOYSA-N 0.000 claims description 2
• XCIJORQNJVXXGZ-UHFFFAOYSA-N 2-[3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-1-(1-methylsulfonylpiperidin-4-yl)azetidin-3-yl]acetonitrile Chemical compound C1CN(S(=O)(=O)C)CCC1N1CC(CC#N)(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2F)C1 XCIJORQNJVXXGZ-UHFFFAOYSA-N 0.000 claims description 2
• UTLSURCXUGWVFM-UHFFFAOYSA-N 2-[3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-1-[1-[2-(trifluoromethyl)pyrimidine-4-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CN=C2NC=CC2=C1C(=C1)C=NN1C(C1)(CC#N)CN1C(CC1)CCN1C(=O)C1=CC=NC(C(F)(F)F)=N1 UTLSURCXUGWVFM-UHFFFAOYSA-N 0.000 claims description 2
• HFWDXHOUYDIMKS-UHFFFAOYSA-N 2-[3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-1-[1-[5-(trifluoromethyl)pyrazine-2-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CN=C2NC=CC2=C1C(=C1)C=NN1C(C1)(CC#N)CN1C(CC1)CCN1C(=O)C1=CN=C(C(F)(F)F)C=N1 HFWDXHOUYDIMKS-UHFFFAOYSA-N 0.000 claims description 2
• QAXGGFJMDUMGTJ-UHFFFAOYSA-N 2-[3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-1-[1-[6-(trifluoromethyl)pyrazine-2-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC1=CN=C2NC=CC2=C1C(=C1)C=NN1C(C1)(CC#N)CN1C(CC1)CCN1C(=O)C1=CN=CC(C(F)(F)F)=N1 QAXGGFJMDUMGTJ-UHFFFAOYSA-N 0.000 claims description 2
• XYUPRVONXQPNQW-UHFFFAOYSA-N 2-[3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-1-[1-(thiophene-2-carbonyl)piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1=CC=CS1 XYUPRVONXQPNQW-UHFFFAOYSA-N 0.000 claims description 2
• XZRZKPSBFSPKKR-UHFFFAOYSA-N 2-[3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-1-[1-[2-(2,4,6-trimethylphenyl)acetyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound CC1=CC(C)=CC(C)=C1CC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 XZRZKPSBFSPKKR-UHFFFAOYSA-N 0.000 claims description 2
• SAZUZOSGAWOLCT-UHFFFAOYSA-N 2-[3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-1-[1-[2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound C1=NC(C(F)(F)F)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 SAZUZOSGAWOLCT-UHFFFAOYSA-N 0.000 claims description 2
• UNNSPOJJWNTDJL-UHFFFAOYSA-N 2-[3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-1-[1-[3-(trifluoromethoxy)benzoyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)OC1=CC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UNNSPOJJWNTDJL-UHFFFAOYSA-N 0.000 claims description 2
• JBSIYEBHEXXDEO-UHFFFAOYSA-N 2-[3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-1-[1-[3-(trifluoromethyl)benzoyl]piperidin-4-yl]azetidin-3-yl]acetonitrile Chemical compound FC(F)(F)C1=CC=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 JBSIYEBHEXXDEO-UHFFFAOYSA-N 0.000 claims description 2
• PICIYDGRNWDBPV-UHFFFAOYSA-N 2-[3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-1-[8-[2-(trifluoromethyl)pyridine-4-carbonyl]-8-azabicyclo[3.2.1]octan-3-yl]azetidin-3-yl]acetonitrile Chemical compound C1=NC(C(F)(F)F)=CC(C(=O)N2C3CCC2CC(C3)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 PICIYDGRNWDBPV-UHFFFAOYSA-N 0.000 claims description 2
• CJLKPPIUSIMZOS-UHFFFAOYSA-N 2-[4-[3-(cyanomethyl)-3-[4-(5-cyano-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]benzene-1,4-dicarbonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2C#N)CCN1C(=O)C1=CC(C#N)=CC=C1C#N CJLKPPIUSIMZOS-UHFFFAOYSA-N 0.000 claims description 2
• JOGNOKZDYQQWGP-UHFFFAOYSA-N 2-[4-[3-(cyanomethyl)-3-[4-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]benzene-1,4-dicarbonitrile Chemical compound FC1=CN=C2NC=CC2=C1C(=C1)C=NN1C(C1)(CC#N)CN1C(CC1)CCN1C(=O)C1=CC(C#N)=CC=C1C#N JOGNOKZDYQQWGP-UHFFFAOYSA-N 0.000 claims description 2
• QUQBYRCFKCEJMV-UHFFFAOYSA-N 2-[4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidin-1-yl]sulfonylbenzonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1S(=O)(=O)C1=CC=CC=C1C#N QUQBYRCFKCEJMV-UHFFFAOYSA-N 0.000 claims description 2
• GLEMMHWKHUXFKW-UHFFFAOYSA-N 2-[4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]benzonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1=CC=CC=C1C#N GLEMMHWKHUXFKW-UHFFFAOYSA-N 0.000 claims description 2
• XLHKBHODXAZRNQ-UHFFFAOYSA-N 2-[4-[4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]-2-fluorophenyl]benzonitrile Chemical compound FC1=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=C1C1=CC=CC=C1C#N XLHKBHODXAZRNQ-UHFFFAOYSA-N 0.000 claims description 2
• YJEJBPFDRLCYHJ-UHFFFAOYSA-N 2-[4-[4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]piperidin-1-yl]-6-methylpyridine-3-carbonitrile Chemical compound CC1=CC=C(C#N)C(N2CCC(CC2)C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 YJEJBPFDRLCYHJ-UHFFFAOYSA-N 0.000 claims description 2
• HNMWPCVAYLJGTP-UHFFFAOYSA-N 3-[4-[3-(cyanomethyl)-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]-5-fluorobenzonitrile Chemical compound FC1=CC(C#N)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)=C1 HNMWPCVAYLJGTP-UHFFFAOYSA-N 0.000 claims description 2
• FDEXCMVSAHLSDJ-UHFFFAOYSA-N 3-[4-[3-(cyanomethyl)-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]benzonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)C1=CC=CC(C#N)=C1 FDEXCMVSAHLSDJ-UHFFFAOYSA-N 0.000 claims description 2
• LHNVUHXNJWADTE-UHFFFAOYSA-N 3-[4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidin-1-yl]sulfonylbenzonitrile Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1S(=O)(=O)C1=CC=CC(C#N)=C1 LHNVUHXNJWADTE-UHFFFAOYSA-N 0.000 claims description 2
• WQNFTZOVCTXIKW-UHFFFAOYSA-N 3-[4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]-5-fluorobenzonitrile Chemical compound FC1=CC(C#N)=CC(C(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 WQNFTZOVCTXIKW-UHFFFAOYSA-N 0.000 claims description 2
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• LNTIXMUZKVHPNL-UHFFFAOYSA-N 3-[[3-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-8-azabicyclo[3.2.1]octan-8-yl]methyl]-6-(dimethylamino)-2-fluorobenzonitrile Chemical compound FC1=C(C#N)C(N(C)C)=CC=C1CN1C2CCC1CC(N1CC(CC#N)(C1)N1N=CC(=C1)C=1C=3C=CNC=3N=CN=1)C2 LNTIXMUZKVHPNL-UHFFFAOYSA-N 0.000 claims description 2
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• ASWDIUCIMSRFHX-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[4-cyano-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CC(C#N)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)CC1 ASWDIUCIMSRFHX-UHFFFAOYSA-N 0.000 claims description 2
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• GZRILVVLQYYHSP-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(1,3-thiazol-2-yl)piperidine-1-carboxamide Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)NC1=NC=CS1 GZRILVVLQYYHSP-UHFFFAOYSA-N 0.000 claims description 2
• LTSCRPSSSDSHSQ-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(1-methylbenzimidazol-2-yl)piperidine-1-carboxamide Chemical compound C1=CC=C2N(C)C(NC(=O)N3CCC(CC3)N3CC(CC#N)(C3)N3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)=NC2=C1 LTSCRPSSSDSHSQ-UHFFFAOYSA-N 0.000 claims description 2
• LUVMNCLQNGRSEX-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2,3,4-trifluorophenyl)piperidine-1-carboxamide Chemical compound FC1=C(F)C(F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 LUVMNCLQNGRSEX-UHFFFAOYSA-N 0.000 claims description 2
• PYBFGQAKKRAPGX-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2,3,5-trifluorophenyl)piperidine-1-carboxamide Chemical compound FC1=CC(F)=C(F)C(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 PYBFGQAKKRAPGX-UHFFFAOYSA-N 0.000 claims description 2
• NCRFGVSZWAOANP-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2,4-difluorophenyl)piperidine-1-carboxamide Chemical compound FC1=CC(F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 NCRFGVSZWAOANP-UHFFFAOYSA-N 0.000 claims description 2
• CIVCERVVQBMFGU-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2,5-difluorophenyl)piperidine-1-carboxamide Chemical compound FC1=CC=C(F)C(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CIVCERVVQBMFGU-UHFFFAOYSA-N 0.000 claims description 2
• XTGNQKHWIUKFEB-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2,5-dimethoxyphenyl)piperidine-1-carboxamide Chemical compound COC1=CC=C(OC)C(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 XTGNQKHWIUKFEB-UHFFFAOYSA-N 0.000 claims description 2
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• HVQAEKFKXPJQLI-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2,6-dimethylpyridin-3-yl)piperidine-1-carboxamide Chemical compound CC1=NC(C)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 HVQAEKFKXPJQLI-UHFFFAOYSA-N 0.000 claims description 2
• YPNNZJJRSYBWMK-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2-ethylpyrazol-3-yl)piperidine-1-carboxamide Chemical compound CCN1N=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 YPNNZJJRSYBWMK-UHFFFAOYSA-N 0.000 claims description 2
• QSSMIMCSABPCMB-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2-fluoro-6-methylpyridin-3-yl)piperidine-1-carboxamide Chemical compound FC1=NC(C)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 QSSMIMCSABPCMB-UHFFFAOYSA-N 0.000 claims description 2
• VQBUJHCTYBIRHX-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2-fluorophenyl)piperidine-1-carboxamide Chemical compound FC1=CC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 VQBUJHCTYBIRHX-UHFFFAOYSA-N 0.000 claims description 2
• YZYNFDOIBNTKLL-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2-methoxyphenyl)piperidine-1-carboxamide Chemical compound COC1=CC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 YZYNFDOIBNTKLL-UHFFFAOYSA-N 0.000 claims description 2
• XBFWKRPDEMLPBG-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2-methoxypyridin-3-yl)piperidine-1-carboxamide Chemical compound COC1=NC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 XBFWKRPDEMLPBG-UHFFFAOYSA-N 0.000 claims description 2
• BSVJKUPXZKILRQ-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2-methylphenyl)piperidine-1-carboxamide Chemical compound CC1=CC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 BSVJKUPXZKILRQ-UHFFFAOYSA-N 0.000 claims description 2
• PEUAIYBHOLIJBN-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(2-methylpyridin-3-yl)piperidine-1-carboxamide Chemical compound CC1=NC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 PEUAIYBHOLIJBN-UHFFFAOYSA-N 0.000 claims description 2
• YPAZKLQPBCGWIR-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(3,4-difluorophenyl)piperidine-1-carboxamide Chemical compound C1=C(F)C(F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 YPAZKLQPBCGWIR-UHFFFAOYSA-N 0.000 claims description 2
• QLZVRIMRMOUKJG-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(3,5-difluorophenyl)piperidine-1-carboxamide Chemical compound FC1=CC(F)=CC(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 QLZVRIMRMOUKJG-UHFFFAOYSA-N 0.000 claims description 2
• YQEIDFOUOVKUSQ-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(3,5-difluoropyridin-2-yl)piperidine-1-carboxamide Chemical compound FC1=CC(F)=CN=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 YQEIDFOUOVKUSQ-UHFFFAOYSA-N 0.000 claims description 2
• HWSOUEVPSVZHMH-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(3-fluoropyridin-2-yl)piperidine-1-carboxamide Chemical compound FC1=CC=CN=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 HWSOUEVPSVZHMH-UHFFFAOYSA-N 0.000 claims description 2
• XPMOPMQZEWJIKU-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(3-methoxyphenyl)piperidine-1-carboxamide Chemical compound COC1=CC=CC(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 XPMOPMQZEWJIKU-UHFFFAOYSA-N 0.000 claims description 2
• FHAOWDSJKGGBCZ-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(4,5-dimethyl-1,3-thiazol-2-yl)piperidine-1-carboxamide Chemical compound S1C(C)=C(C)N=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 FHAOWDSJKGGBCZ-UHFFFAOYSA-N 0.000 claims description 2
• OEOFVVDQHYJLBB-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(4-fluoro-2-methylphenyl)piperidine-1-carboxamide Chemical compound CC1=CC(F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 OEOFVVDQHYJLBB-UHFFFAOYSA-N 0.000 claims description 2
• CKUIHOJNZOXWKG-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(4-methyl-1,3-thiazol-2-yl)piperidine-1-carboxamide Chemical compound CC1=CSC(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 CKUIHOJNZOXWKG-UHFFFAOYSA-N 0.000 claims description 2
• SFGUZNYAVKBIGN-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-(6-fluoro-2-methylpyridin-3-yl)piperidine-1-carboxamide Chemical compound CC1=NC(F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 SFGUZNYAVKBIGN-UHFFFAOYSA-N 0.000 claims description 2
• VXYCTOFEULUKFX-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[2-(difluoromethoxy)phenyl]piperidine-1-carboxamide Chemical compound FC(F)OC1=CC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 VXYCTOFEULUKFX-UHFFFAOYSA-N 0.000 claims description 2
• YGGIBMIELOSOBZ-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[2-(trifluoromethoxy)phenyl]piperidine-1-carboxamide Chemical compound FC(F)(F)OC1=CC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 YGGIBMIELOSOBZ-UHFFFAOYSA-N 0.000 claims description 2
• JEUKSVIYLWJXAA-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[2-(trifluoromethyl)phenyl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CC=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 JEUKSVIYLWJXAA-UHFFFAOYSA-N 0.000 claims description 2
• JRPICXXMNCABMU-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[2-fluoro-3-(trifluoromethyl)phenyl]piperidine-1-carboxamide Chemical compound C1=CC=C(C(F)(F)F)C(F)=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 JRPICXXMNCABMU-UHFFFAOYSA-N 0.000 claims description 2
• YPWWOTZOZAXQKM-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[2-methyl-6-(trifluoromethyl)pyridin-3-yl]piperidine-1-carboxamide Chemical compound CC1=NC(C(F)(F)F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 YPWWOTZOZAXQKM-UHFFFAOYSA-N 0.000 claims description 2
• CTRLBBJLDSLVHZ-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[3-(trifluoromethyl)phenyl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CC=CC(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CTRLBBJLDSLVHZ-UHFFFAOYSA-N 0.000 claims description 2
• PTPWIXULKPNGSO-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[3-(trifluoromethyl)pyridin-2-yl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CC=CN=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 PTPWIXULKPNGSO-UHFFFAOYSA-N 0.000 claims description 2
• URZTUPHCTRTLJU-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[4-(trifluoromethoxy)phenyl]piperidine-1-carboxamide Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 URZTUPHCTRTLJU-UHFFFAOYSA-N 0.000 claims description 2
• TYKHFEPDQWPOMG-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[4-(trifluoromethyl)phenyl]piperidine-1-carboxamide Chemical compound C1=CC(C(F)(F)F)=CC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 TYKHFEPDQWPOMG-UHFFFAOYSA-N 0.000 claims description 2
• MXUZBRNYPJQBFU-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[4-(trifluoromethyl)pyridin-3-yl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CC=NC=C1NC(=O)N1CCC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CC1 MXUZBRNYPJQBFU-UHFFFAOYSA-N 0.000 claims description 2
• RHDKBFDYKYQBOL-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-[6-(trifluoromethyl)pyridin-2-yl]piperidine-1-carboxamide Chemical compound FC(F)(F)C1=CC=CC(NC(=O)N2CCC(CC2)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 RHDKBFDYKYQBOL-UHFFFAOYSA-N 0.000 claims description 2
• CUOCVTUXQIDETI-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-propan-2-ylpiperidine-1-carboxamide Chemical compound C1CN(C(=O)NC(C)C)CCC1N1CC(CC#N)(N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)C1 CUOCVTUXQIDETI-UHFFFAOYSA-N 0.000 claims description 2
• DTBOOLGABAYLNQ-UHFFFAOYSA-N 4-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-n-thiophen-3-ylpiperidine-1-carboxamide Chemical compound C1CC(N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCN1C(=O)NC=1C=CSC=1 DTBOOLGABAYLNQ-UHFFFAOYSA-N 0.000 claims description 2
• SBMMUIKKJSOVJT-UHFFFAOYSA-N 4-[3-[3-(cyanomethyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-1-yl]-8-azabicyclo[3.2.1]octane-8-carbonyl]-2-fluorobenzonitrile Chemical compound C1=C(C#N)C(F)=CC(C(=O)N2C3CCC2CC(C3)N2CC(CC#N)(C2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 SBMMUIKKJSOVJT-UHFFFAOYSA-N 0.000 claims description 2
• KEHZDNCDFYPSEL-UHFFFAOYSA-N 4-[4-[3-(cyanomethyl)-3-[3-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrol-1-yl]azetidin-1-yl]piperidine-1-carbonyl]-3,5-difluorobenzonitrile Chemical compound FC1=CC(C#N)=CC(F)=C1C(=O)N1CCC(N2CC(CC#N)(C2)N2C=C(C=C2)C=2C=3C=CNC=3N=CN=2)CC1 KEHZDNCDFYPSEL-UHFFFAOYSA-N 0.000 claims description 2
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