NZ587271A - Pyrrolo[2,3-d]pyrimidines containing a 7h-pyrrolo[2,3-d]pyrimidin-2-yl core and use thereof as tyrosine kinase inhibitors - Google Patents

Info

Publication number

NZ587271A

NZ587271A NZ587271A NZ58727109A NZ587271A NZ 587271 A NZ587271 A NZ 587271A NZ 587271 A NZ587271 A NZ 587271A NZ 58727109 A NZ58727109 A NZ 58727109A NZ 587271 A NZ587271 A NZ 587271A

Authority

NZ

New Zealand

Prior art keywords

phenyl

pyrrolo

pyrimidin

ylmethyl

morpholin

Prior art date

2008-02-06

Links

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• -1 7h-pyrrolo[2,3-d]pyrimidin-2-yl core Chemical group 0.000 title claims description 224
• 229940121358 tyrosine kinase inhibitor Drugs 0.000 title description 6
• 239000005483 tyrosine kinase inhibitor Substances 0.000 title description 4
• 150000004943 pyrrolo[2,3-d]pyrimidines Chemical class 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 866
• 150000003839 salts Chemical class 0.000 claims abstract description 75
• 102100033444 Tyrosine-protein kinase JAK2 Human genes 0.000 claims abstract description 51
• 101000997832 Homo sapiens Tyrosine-protein kinase JAK2 Proteins 0.000 claims abstract description 49
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 42
• 201000010099 disease Diseases 0.000 claims abstract description 37
• 239000003814 drug Substances 0.000 claims abstract description 26
• 206010028980 Neoplasm Diseases 0.000 claims abstract description 18
• 230000001404 mediated effect Effects 0.000 claims abstract description 17
• 208000032839 leukemia Diseases 0.000 claims abstract description 6
• 208000032027 Essential Thrombocythemia Diseases 0.000 claims abstract description 5
• 208000017733 acquired polycythemia vera Diseases 0.000 claims abstract description 5
• 208000037244 polycythemia vera Diseases 0.000 claims abstract description 5
• 208000003476 primary myelofibrosis Diseases 0.000 claims abstract description 5
• GODKPWYLLOOFQL-KDURUIRLSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 GODKPWYLLOOFQL-KDURUIRLSA-N 0.000 claims abstract 3
• RXIWRPMVWOVCKL-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(5-methyl-6-piperazin-1-ylpyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C=1N=C(N2CCNCC2)C(C)=CC=1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 RXIWRPMVWOVCKL-UHFFFAOYSA-N 0.000 claims abstract 2
• AUEXLGAGIGFZLV-UHFFFAOYSA-N 7-[4-[(4-ethylpiperazin-1-yl)methyl]-3-fluorophenyl]-n-(4-fluoro-3-methylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1CC1=CC=C(N2C3=NC(NC=4C=C(C)C(F)=CC=4)=NC=C3C=C2)C=C1F AUEXLGAGIGFZLV-UHFFFAOYSA-N 0.000 claims abstract 2
• 229910052739 hydrogen Inorganic materials 0.000 claims description 74
• 239000001257 hydrogen Substances 0.000 claims description 74
• 125000001424 substituent group Chemical group 0.000 claims description 67
• 238000011282 treatment Methods 0.000 claims description 51
• 125000000217 alkyl group Chemical group 0.000 claims description 46
• 125000000623 heterocyclic 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 37
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 36
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 33
• 125000001153 fluoro group Chemical group F* 0.000 claims description 30
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 28
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
• 125000000000 cycloalkoxy group Chemical group 0.000 claims description 23
• 239000008194 pharmaceutical composition Substances 0.000 claims description 23
• 238000003556 assay Methods 0.000 claims description 22
• 229910052736 halogen Inorganic materials 0.000 claims description 22
• 125000005843 halogen group Chemical group 0.000 claims description 22
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 22
• 125000003545 alkoxy group Chemical group 0.000 claims description 21
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 21
• 150000002367 halogens Chemical group 0.000 claims description 21
• 125000003118 aryl group Chemical group 0.000 claims description 19
• 125000001188 haloalkyl group Chemical group 0.000 claims description 18
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 17
• 125000005347 halocycloalkyl group Chemical group 0.000 claims description 17
• 229910052799 carbon Inorganic materials 0.000 claims description 15
• 229910052757 nitrogen Inorganic materials 0.000 claims description 15
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 15
• 239000004480 active ingredient Substances 0.000 claims description 14
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 14
• 229920006395 saturated elastomer Polymers 0.000 claims description 14
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 13
• 125000000131 cyclopropyloxy group Chemical group C1(CC1)O* 0.000 claims description 13
• 239000003085 diluting agent Substances 0.000 claims description 13
• 150000001412 amines Chemical class 0.000 claims description 12
• JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Substances N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 12
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 12
• 102100025387 Tyrosine-protein kinase JAK3 Human genes 0.000 claims description 11
• 125000003107 substituted aryl group Chemical group 0.000 claims description 11
• 101000934996 Homo sapiens Tyrosine-protein kinase JAK3 Proteins 0.000 claims description 10
• 125000004432 carbon atom Chemical group C* 0.000 claims description 10
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 10
• LCEDQNDDFOCWGG-UHFFFAOYSA-N morpholine-4-carbaldehyde Chemical compound O=CN1CCOCC1 LCEDQNDDFOCWGG-UHFFFAOYSA-N 0.000 claims description 10
• JCLFHZLOKITRCE-UHFFFAOYSA-N 4-pentoxyphenol Chemical compound CCCCCOC1=CC=C(O)C=C1 JCLFHZLOKITRCE-UHFFFAOYSA-N 0.000 claims description 9
• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 9
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 9
• 125000006413 ring segment Chemical group 0.000 claims description 9
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 9
• 125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 claims description 8
• 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
• 238000004519 manufacturing process Methods 0.000 claims description 8
• 101000997835 Homo sapiens Tyrosine-protein kinase JAK1 Proteins 0.000 claims description 7
• 102100033438 Tyrosine-protein kinase JAK1 Human genes 0.000 claims description 7
• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 7
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 7
• 125000002757 morpholinyl group Chemical group 0.000 claims description 7
• 230000002062 proliferating effect Effects 0.000 claims description 7
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 7
• UUXWRGMJRPKZQT-RUZDIDTESA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[(3s)-morpholin-3-yl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(C=CC=4)[C@@H]4NCCOC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 UUXWRGMJRPKZQT-RUZDIDTESA-N 0.000 claims description 6
• KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 6
• 125000004429 atom Chemical group 0.000 claims description 6
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
• 125000004122 cyclic group Chemical group 0.000 claims description 6
• 239000003937 drug carrier Substances 0.000 claims description 6
• 125000001072 heteroaryl group Chemical group 0.000 claims description 6
• 125000005842 heteroatom Chemical group 0.000 claims description 6
• WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims description 6
• 125000004193 piperazinyl group Chemical group 0.000 claims description 6
• KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 5
• 101000844245 Homo sapiens Non-receptor tyrosine-protein kinase TYK2 Proteins 0.000 claims description 5
• 102100032028 Non-receptor tyrosine-protein kinase TYK2 Human genes 0.000 claims description 5
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 5
• 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 5
• 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 5
• LXCWKPVNFAMEGH-UHFFFAOYSA-N 1-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)N4C(CNCC4)=O)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 LXCWKPVNFAMEGH-UHFFFAOYSA-N 0.000 claims description 4
• 239000000463 material Substances 0.000 claims description 4
• 125000003373 pyrazinyl group Chemical group 0.000 claims description 4
• 125000004076 pyridyl group Chemical group 0.000 claims description 4
• 101150038994 PDGFRA gene Proteins 0.000 claims description 3
• 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 3
• 125000005149 cycloalkylsulfinyl group Chemical group 0.000 claims description 3
• 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims description 3
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 3
• 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims description 3
• 229910052760 oxygen Inorganic materials 0.000 claims description 3
• 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 3
• 229910052717 sulfur Inorganic materials 0.000 claims description 3
• MLNFMFAMNBGAQT-UHFFFAOYSA-N 4-propan-2-yloxyaniline Chemical compound CC(C)OC1=CC=C(N)C=C1 MLNFMFAMNBGAQT-UHFFFAOYSA-N 0.000 claims description 2
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 2
• CWDWFSXUQODZGW-UHFFFAOYSA-N 5-thiazolyl Chemical group [C]1=CN=CS1 CWDWFSXUQODZGW-UHFFFAOYSA-N 0.000 claims description 2
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
• HNDXKIMMSFCCFW-UHFFFAOYSA-N propane-2-sulphonic acid Chemical compound CC(C)S(O)(=O)=O HNDXKIMMSFCCFW-UHFFFAOYSA-N 0.000 claims description 2
• 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims description 2
• 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 48
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
• UUKNHVGOEZQOQE-UHFFFAOYSA-N [2,6-difluoro-4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 UUKNHVGOEZQOQE-UHFFFAOYSA-N 0.000 claims 4
• PJIVXPRATCFTSQ-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-[4-(piperazin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(CN4CCNCC4)=CC=3)=NC=C2C=C1 PJIVXPRATCFTSQ-UHFFFAOYSA-N 0.000 claims 2
• ONEAOUHSDGYSHL-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-methyl-3-(piperazin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CCNCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 ONEAOUHSDGYSHL-UHFFFAOYSA-N 0.000 claims 2
• 125000006514 pyridin-2-ylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims 2
• BPVMTURDZQUPRD-UHFFFAOYSA-N (1,1-dioxo-1,4-thiazinan-4-yl)-[2-fluoro-4-[2-[4-methyl-3-[[3-(trifluoromethyl)piperazin-1-yl]methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanone Chemical compound C1=C(CN2CC(NCC2)C(F)(F)F)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC=C1C(=O)N1CCS(=O)(=O)CC1 BPVMTURDZQUPRD-UHFFFAOYSA-N 0.000 claims 1
• SWUAZKNKFPLKJQ-UHFFFAOYSA-N (1,1-dioxo-1,4-thiazinan-4-yl)-[2-fluoro-4-[2-[[2-[(4-methylpiperazin-1-yl)methyl]pyridin-4-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanone Chemical compound C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCS(=O)(=O)CC5)=CC=4)C=CC3=CN=2)=CC=N1 SWUAZKNKFPLKJQ-UHFFFAOYSA-N 0.000 claims 1
• MGRKHAFEMNHTHU-UHFFFAOYSA-N (1,1-dioxo-1,4-thiazinan-4-yl)-[4-[2-[(6-methoxypyridin-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanone Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCS(=O)(=O)CC3)C2=N1 MGRKHAFEMNHTHU-UHFFFAOYSA-N 0.000 claims 1
• ORSADLJUXIPFDP-UHFFFAOYSA-N (1,1-dioxo-1,4-thiazinan-4-yl)-[4-[2-[(6-methylpyridin-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanone Chemical compound C1=NC(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCS(=O)(=O)CC3)C2=N1 ORSADLJUXIPFDP-UHFFFAOYSA-N 0.000 claims 1
• UCFQTVKHBADDQH-UHFFFAOYSA-N (4-cyclopropylpiperazin-1-yl)-[3-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methanone Chemical compound FC1=CC(N2C3=NC(NC=4C=C(C=CC=4)C(=O)N4CCN(CC4)C4CC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 UCFQTVKHBADDQH-UHFFFAOYSA-N 0.000 claims 1
• HLUFDEGVLRHTNW-UHFFFAOYSA-N (4-methylpiperazin-1-yl)-[4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-(trifluoromethyl)phenyl]methanone Chemical compound C1CN(C)CCN1C(=O)C(C(=C1)C(F)(F)F)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 HLUFDEGVLRHTNW-UHFFFAOYSA-N 0.000 claims 1
• QQZZYLMMAXTHGM-UHFFFAOYSA-N (4-methylpiperazin-1-yl)-[4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methanone Chemical compound C1CN(C)CCN1C(=O)C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 QQZZYLMMAXTHGM-UHFFFAOYSA-N 0.000 claims 1
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
• XMWPVCWUXDQJFX-UHFFFAOYSA-N 1-(1,1-dioxo-1,4-thiazinan-4-yl)-2-[4-[2-[4-(4-ethylpiperazin-1-yl)-3-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]ethanone Chemical compound C1CN(CC)CCN1C(C(=C1)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CC(=O)N4CCS(=O)(=O)CC4)=CC=3)C2=N1 XMWPVCWUXDQJFX-UHFFFAOYSA-N 0.000 claims 1
• VDPNMAOGBHADDP-UHFFFAOYSA-N 1-(4-methylpiperazin-1-yl)-2-[3-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]ethanone Chemical compound C1CN(C)CCN1C(=O)CC1=CC=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 VDPNMAOGBHADDP-UHFFFAOYSA-N 0.000 claims 1
• DSDQOHOVFSCAFU-UHFFFAOYSA-N 1-(4-methylpiperazin-1-yl)-2-[4-[2-[4-(trifluoromethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]ethanone Chemical compound C1CN(C)CCN1C(=O)CC1=CC=C(N2C3=NC(NC=4C=CC(=CC=4)C(F)(F)F)=NC=C3C=C2)C=C1 DSDQOHOVFSCAFU-UHFFFAOYSA-N 0.000 claims 1
• AGRIQBHIKABLPJ-UHFFFAOYSA-N 1-Pyrrolidinecarboxaldehyde Chemical compound O=CN1CCCC1 AGRIQBHIKABLPJ-UHFFFAOYSA-N 0.000 claims 1
• PVODAPXRCSUPHL-UHFFFAOYSA-N 1-[4-[2-(4-fluoroanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]ethanone Chemical compound C1=CC(C(=O)C)=CC=C1N1C2=NC(NC=3C=CC(F)=CC=3)=NC=C2C=C1 PVODAPXRCSUPHL-UHFFFAOYSA-N 0.000 claims 1
• HSJMSPWPKWGWFR-UHFFFAOYSA-N 1-[4-[2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]ethanol Chemical compound C1=CC(C(O)C)=CC=C1N1C2=NC(NC=3C=NC(=CC=3)N3CCN(C)CC3)=NC=C2C=C1 HSJMSPWPKWGWFR-UHFFFAOYSA-N 0.000 claims 1
• YPVXCUFNOYDSTQ-UHFFFAOYSA-N 1-[4-[2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]pyrrolidin-2-one Chemical compound C1CN(C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)N3C(CCC3)=O)C2=N1 YPVXCUFNOYDSTQ-UHFFFAOYSA-N 0.000 claims 1
• UVMSJUCTHMXAIV-UHFFFAOYSA-N 1-[4-[[2,6-difluoro-4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(C)C(F)=CC=4)=NC=C3C=C2)C=C1F UVMSJUCTHMXAIV-UHFFFAOYSA-N 0.000 claims 1
• STGUNWIJJJZJJB-UHFFFAOYSA-N 1-[4-[[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 STGUNWIJJJZJJB-UHFFFAOYSA-N 0.000 claims 1
• PRUSKKQVEDWRET-UHFFFAOYSA-N 1-[4-[[4-[[7-[3,5-difluoro-4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 PRUSKKQVEDWRET-UHFFFAOYSA-N 0.000 claims 1
• YAXAUMXYZWVOAJ-UHFFFAOYSA-N 1-[4-[[4-[[7-[3-fluoro-4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 YAXAUMXYZWVOAJ-UHFFFAOYSA-N 0.000 claims 1
• OGWUQLPLQDWEQF-UHFFFAOYSA-N 1-[4-[[4-[[7-[4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 OGWUQLPLQDWEQF-UHFFFAOYSA-N 0.000 claims 1
• PMBLVMPZLVVISO-UHFFFAOYSA-N 1-[4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]ethanone Chemical compound C1=CC(C(=O)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 PMBLVMPZLVVISO-UHFFFAOYSA-N 0.000 claims 1
• WICZMCGIKOFUPP-UHFFFAOYSA-N 1-[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-3,3-dimethylpiperazin-2-one Chemical compound O=C1C(C)(C)NCCN1C1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 WICZMCGIKOFUPP-UHFFFAOYSA-N 0.000 claims 1
• RSDXHKCZVHZTDK-UHFFFAOYSA-N 1-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-3-methylpyridin-2-yl]-3,3-dimethylpiperazin-2-one Chemical compound C=1N=C(N2C(C(C)(C)NCC2)=O)C(C)=CC=1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 RSDXHKCZVHZTDK-UHFFFAOYSA-N 0.000 claims 1
• QGIAKOQXBTWSPM-UHFFFAOYSA-N 1-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-3-methylpyridin-2-yl]piperazin-2-one Chemical compound C=1N=C(N2C(CNCC2)=O)C(C)=CC=1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 QGIAKOQXBTWSPM-UHFFFAOYSA-N 0.000 claims 1
• PNSKOAJGWOCIDJ-UHFFFAOYSA-N 1-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-3,3-dimethylpiperazin-2-one Chemical compound O=C1C(C)(C)NCCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 PNSKOAJGWOCIDJ-UHFFFAOYSA-N 0.000 claims 1
• MHXKBKRFNXVOGR-UHFFFAOYSA-N 1-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-4-methylpiperazin-2-one Chemical compound O=C1CN(C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 MHXKBKRFNXVOGR-UHFFFAOYSA-N 0.000 claims 1
• CXXRTEBLGXOYJK-UHFFFAOYSA-N 1-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]pyrrolidin-3-ol Chemical compound C1C(O)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 CXXRTEBLGXOYJK-UHFFFAOYSA-N 0.000 claims 1
• VRDHFYDHSAWOTD-UHFFFAOYSA-N 1-[[2,6-difluoro-4-[2-[4-methyl-3-(piperazin-1-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]pyrrolidin-2-one Chemical compound C1=C(CN2CCNCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCCC1=O VRDHFYDHSAWOTD-UHFFFAOYSA-N 0.000 claims 1
• XKHWWALXAKXYBF-UHFFFAOYSA-N 1-[[2-chloro-5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]azetidin-3-ol Chemical compound C1C(O)CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1Cl XKHWWALXAKXYBF-UHFFFAOYSA-N 0.000 claims 1
• LOEPAKNEKYAGBS-BGYRXZFFSA-N 1-[[4-[2-[4-[[(3s,5r)-3,5-dimethylpiperazin-1-yl]methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]pyrrolidin-2-one Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4C(CCC4)=O)=C(F)C=3)C2=N1 LOEPAKNEKYAGBS-BGYRXZFFSA-N 0.000 claims 1
• DVULOZGYJPEQRO-HDICACEKSA-N 1-[[4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]pyrrolidin-2-one Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4C(CCC4)=O)=C(F)C=3)C2=N1 DVULOZGYJPEQRO-HDICACEKSA-N 0.000 claims 1
• DLLAMIVVSFFXTH-UHFFFAOYSA-N 1-[[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]azetidin-3-ol Chemical compound C1C(O)CN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 DLLAMIVVSFFXTH-UHFFFAOYSA-N 0.000 claims 1
• VWRSSVPIDKGWIA-UHFFFAOYSA-N 1-[[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5C(CNCC5)=O)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 VWRSSVPIDKGWIA-UHFFFAOYSA-N 0.000 claims 1
• VRAGZHOCJGQKGK-UHFFFAOYSA-N 1-[[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]methyl]pyrrolidin-3-ol Chemical compound C1C(O)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 VRAGZHOCJGQKGK-UHFFFAOYSA-N 0.000 claims 1
• RWSBQPSKBYYJGJ-UHFFFAOYSA-N 1-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]-4-methylpiperazin-2-one Chemical compound O=C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C RWSBQPSKBYYJGJ-UHFFFAOYSA-N 0.000 claims 1
• JNWNKSOPFAUSND-UHFFFAOYSA-N 1-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]azetidin-3-ol Chemical compound C1=C(CN2CC(O)C2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 JNWNKSOPFAUSND-UHFFFAOYSA-N 0.000 claims 1
• MDYSSELHUKQITE-UHFFFAOYSA-N 1-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]piperazin-2-one Chemical compound C1=C(CN2C(CNCC2)=O)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 MDYSSELHUKQITE-UHFFFAOYSA-N 0.000 claims 1
• DAZGQHPCQVIKSH-UHFFFAOYSA-N 1-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]pyrrolidin-3-ol Chemical compound C1=C(CN2CC(O)CC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 DAZGQHPCQVIKSH-UHFFFAOYSA-N 0.000 claims 1
• FGHOQIYLCJSETL-UHFFFAOYSA-N 1-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]methyl]pyrrolidin-3-ol Chemical compound C1C(O)CCN1CC(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 FGHOQIYLCJSETL-UHFFFAOYSA-N 0.000 claims 1
• OCAXTBQDEXHCQC-UHFFFAOYSA-N 1-[[5-[[7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]azetidin-3-ol Chemical compound C1=C(CN2CC(O)C2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCS(=O)(=O)CC1 OCAXTBQDEXHCQC-UHFFFAOYSA-N 0.000 claims 1
• HNKTYPAWTGUAKI-UHFFFAOYSA-N 1-[[5-[[7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]pyrrolidin-3-ol Chemical compound C1=C(CN2CC(O)CC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCS(=O)(=O)CC1 HNKTYPAWTGUAKI-UHFFFAOYSA-N 0.000 claims 1
• SCGAVZGSIVHGPP-UHFFFAOYSA-N 1-ethylpiperazin-2-one Chemical compound CCN1CCNCC1=O SCGAVZGSIVHGPP-UHFFFAOYSA-N 0.000 claims 1
• FRRYQSNQFMTSEO-UHFFFAOYSA-N 1-methyl-4-[[4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-2-one Chemical compound C1C(=O)N(C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 FRRYQSNQFMTSEO-UHFFFAOYSA-N 0.000 claims 1
• ZUDXHUHKFTZATM-UHFFFAOYSA-N 1-morpholin-4-yl-2-[4-[2-[4-(trifluoromethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]ethanone Chemical compound C1=CC(C(F)(F)F)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CC(=O)N4CCOCC4)=CC=3)C2=N1 ZUDXHUHKFTZATM-UHFFFAOYSA-N 0.000 claims 1
• DLEWDCPFCNLJEY-UHFFFAOYSA-N 1-morpholin-4-ylpropan-1-one Chemical compound CCC(=O)N1CCOCC1 DLEWDCPFCNLJEY-UHFFFAOYSA-N 0.000 claims 1
• UYZWYSGPLXMBAD-HHHXNRCGSA-N 2-[(3s)-3-[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]morpholin-4-yl]ethanol Chemical compound OCCN1CCOC[C@@H]1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 UYZWYSGPLXMBAD-HHHXNRCGSA-N 0.000 claims 1
• RRVOUPZOYGPIQA-UHFFFAOYSA-N 2-[1-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]pyrazol-4-yl]ethanol Chemical compound C1=C(CN2N=CC(CCO)=C2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 RRVOUPZOYGPIQA-UHFFFAOYSA-N 0.000 claims 1
• JPOZDZXAYLGAFW-UHFFFAOYSA-N 2-[3-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-1-(4-ethylpiperazin-1-yl)ethanone Chemical compound C1CN(CC)CCN1C(=O)CC1=CC=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 JPOZDZXAYLGAFW-UHFFFAOYSA-N 0.000 claims 1
• JIZIXEXRHFVGBM-UHFFFAOYSA-N 2-[4-(2-anilinopyrrolo[2,3-d]pyrimidin-7-yl)phenyl]-1-morpholin-4-ylethanone Chemical compound C1COCCN1C(=O)CC(C=C1)=CC=C1N(C1=N2)C=CC1=CN=C2NC1=CC=CC=C1 JIZIXEXRHFVGBM-UHFFFAOYSA-N 0.000 claims 1
• ZPVNZHRANWLTRL-UHFFFAOYSA-N 2-[4-[2-(3,4-diethoxyanilino)-6-methylpyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-1-(1,1-dioxo-1,4-thiazinan-4-yl)ethanone Chemical compound C1=C(OCC)C(OCC)=CC=C1NC1=NC=C(C=C(C)N2C=3C=C(F)C(CC(=O)N4CCS(=O)(=O)CC4)=CC=3)C2=N1 ZPVNZHRANWLTRL-UHFFFAOYSA-N 0.000 claims 1
• ZDKMPZXYNAUHNQ-UHFFFAOYSA-N 2-[4-[2-(3,4-diethoxyanilino)-6-methylpyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1=C(OCC)C(OCC)=CC=C1NC1=NC=C(C=C(C)N2C=3C=CC(CC(=O)N4CCN(C)CC4)=CC=3)C2=N1 ZDKMPZXYNAUHNQ-UHFFFAOYSA-N 0.000 claims 1
• HBRDSZQCUVOEPA-UHFFFAOYSA-N 2-[4-[2-(3,4-dimethylanilino)-6-methylpyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1CN(C)CCN1C(=O)CC1=CC=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2C)C=C1 HBRDSZQCUVOEPA-UHFFFAOYSA-N 0.000 claims 1
• JPEJFSUMPUBHHI-UHFFFAOYSA-N 2-[4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1CN(C)CCN1C(=O)CC1=CC=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)C=C1 JPEJFSUMPUBHHI-UHFFFAOYSA-N 0.000 claims 1
• VKUJVIDTBIALIX-UHFFFAOYSA-N 2-[4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-[4-(2-hydroxyethyl)piperazin-1-yl]ethanone Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CC(=O)N4CCN(CCO)CC4)=CC=3)C2=N1 VKUJVIDTBIALIX-UHFFFAOYSA-N 0.000 claims 1
• VMTWUEPMRJCHHK-UHFFFAOYSA-N 2-[4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-morpholin-4-ylethanone Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CC(=O)N4CCOCC4)=CC=3)C2=N1 VMTWUEPMRJCHHK-UHFFFAOYSA-N 0.000 claims 1
• PEUSXSAVICUVQS-UHFFFAOYSA-N 2-[4-[2-(4-fluoro-3-methoxyanilino)-6-methylpyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1=C(F)C(OC)=CC(NC=2N=C3N(C=4C=CC(CC(=O)N5CCN(C)CC5)=CC=4)C(C)=CC3=CN=2)=C1 PEUSXSAVICUVQS-UHFFFAOYSA-N 0.000 claims 1
• LXAFXBXNOZSKIM-UHFFFAOYSA-N 2-[4-[2-(4-fluoro-3-methoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1=C(F)C(OC)=CC(NC=2N=C3N(C=4C=CC(CC(=O)N5CCN(C)CC5)=CC=4)C=CC3=CN=2)=C1 LXAFXBXNOZSKIM-UHFFFAOYSA-N 0.000 claims 1
• WQESVXRTDYODQD-UHFFFAOYSA-N 2-[4-[2-(4-fluoro-3-methoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-morpholin-4-ylethanone Chemical compound C1=C(F)C(OC)=CC(NC=2N=C3N(C=4C=CC(CC(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=C1 WQESVXRTDYODQD-UHFFFAOYSA-N 0.000 claims 1
• PSKPYVVAPZQGPY-UHFFFAOYSA-N 2-[4-[2-(4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1CN(C)CCN1C(=O)CC1=CC=C(N2C3=NC(NC=4C=CC(C)=CC=4)=NC=C3C=C2)C=C1 PSKPYVVAPZQGPY-UHFFFAOYSA-N 0.000 claims 1
• MAKBMMPLTXGMMN-UHFFFAOYSA-N 2-[4-[2-(4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-morpholin-4-ylethanone Chemical compound C1=CC(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CC(=O)N4CCOCC4)=CC=3)C2=N1 MAKBMMPLTXGMMN-UHFFFAOYSA-N 0.000 claims 1
• QPIOAAPNGSPGDP-UHFFFAOYSA-N 2-[4-[2-[(1-methylpyrazol-4-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-morpholin-4-ylethanone Chemical compound C1=NN(C)C=C1NC1=NC=C(C=CN2C=3C=CC(CC(=O)N4CCOCC4)=CC=3)C2=N1 QPIOAAPNGSPGDP-UHFFFAOYSA-N 0.000 claims 1
• NRUVGHMOFUOBDF-UHFFFAOYSA-N 2-[4-[2-[4-(4-ethylpiperazin-1-yl)-3-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1CN(CC)CCN1C(C(=C1)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CC(=O)N4CCN(C)CC4)=CC=3)C2=N1 NRUVGHMOFUOBDF-UHFFFAOYSA-N 0.000 claims 1
• OYPDGHMKNPSGAB-UHFFFAOYSA-N 2-[4-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]piperazin-1-yl]ethanol Chemical compound C1CN(CCO)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 OYPDGHMKNPSGAB-UHFFFAOYSA-N 0.000 claims 1
• FRXNZGGUADDFOM-UHFFFAOYSA-N 2-[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]oxyethanol Chemical compound C1=NC(OCCO)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 FRXNZGGUADDFOM-UHFFFAOYSA-N 0.000 claims 1
• URJDUNGOYVVLLZ-UHFFFAOYSA-N 2-methoxy-5-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenol Chemical compound C1=C(O)C(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 URJDUNGOYVVLLZ-UHFFFAOYSA-N 0.000 claims 1
• VUHKLVXLLPSBCD-UHFFFAOYSA-N 3-[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-2,3,4,6,7,8-hexahydropyrido[1,2-a]pyrazin-1-one Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C4NC(=O)C5=CCCCN5C4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 VUHKLVXLLPSBCD-UHFFFAOYSA-N 0.000 claims 1
• GRBSFYSRJMAKSE-UHFFFAOYSA-N 3-methyl-4-[2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]benzonitrile Chemical compound C1CN(C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C(=CC(=CC=3)C#N)C)C2=N1 GRBSFYSRJMAKSE-UHFFFAOYSA-N 0.000 claims 1
• NVQTZTHJNOSXPR-UHFFFAOYSA-N 3-methyl-n-[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]-1,2,4,4a,5,7-hexahydropyrazino[1,2-a][4,1]benzoxazepin-9-amine Chemical compound C1N(C)CCN(C2=CC=3)C1COCC2=CC=3NC(N=C12)=NC=C1C=CN2C1=CC=C(S(C)(=O)=O)C=C1 NVQTZTHJNOSXPR-UHFFFAOYSA-N 0.000 claims 1
• DLRQWPVFIAHLIZ-UHFFFAOYSA-N 4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluoro-n-(2-morpholin-4-ylethyl)benzamide Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)NCCN4CCOCC4)=CC=3)C2=N1 DLRQWPVFIAHLIZ-UHFFFAOYSA-N 0.000 claims 1
• ADGQKOPMZMIHRW-UHFFFAOYSA-N 4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluoro-n-[2-(4-methylpiperazin-1-yl)ethyl]benzamide Chemical compound C1CN(C)CCN1CCNC(=O)C1=CC=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)C=C1F ADGQKOPMZMIHRW-UHFFFAOYSA-N 0.000 claims 1
• NSEKAHACLDNHOK-UHFFFAOYSA-N 4-[2-[4-(4-methylpiperazin-1-yl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C1CN(C)CCN1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(N)(=O)=O)C2=N1 NSEKAHACLDNHOK-UHFFFAOYSA-N 0.000 claims 1
• BTHQLXHPMHHDJX-UHFFFAOYSA-N 4-[2-[4-methyl-3-[(4-methylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(N)(=O)=O)C=CC3=CN=2)=CC=C1C BTHQLXHPMHHDJX-UHFFFAOYSA-N 0.000 claims 1
• IXDZSFMQRZGFMC-UHFFFAOYSA-N 4-[2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]benzonitrile Chemical compound C1CN(C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C#N)C2=N1 IXDZSFMQRZGFMC-UHFFFAOYSA-N 0.000 claims 1
• GWUGZTYFQQJIFV-JKSUJKDBSA-N 4-[2-[[6-[(2r,5s)-2,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C[C@@H]1CN[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(N)(=O)=O)C2=N1 GWUGZTYFQQJIFV-JKSUJKDBSA-N 0.000 claims 1
• FKBOGWCTLSHHPJ-IYBDPMFKSA-N 4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(N)(=O)=O)C2=N1 FKBOGWCTLSHHPJ-IYBDPMFKSA-N 0.000 claims 1
• MKNQBGPWGUGWRE-UHFFFAOYSA-N 4-[3-chloro-5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=C(Cl)C(N5CC(=O)NCC5)=NC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 MKNQBGPWGUGWRE-UHFFFAOYSA-N 0.000 claims 1
• LNVJZKRDORORLW-UHFFFAOYSA-N 4-[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-1-methylpiperazin-2-one Chemical compound C1C(=O)N(C)CCN1C1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 LNVJZKRDORORLW-UHFFFAOYSA-N 0.000 claims 1
• MCIDRQYWAUICRS-UHFFFAOYSA-N 4-[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=C(N=CC=4)N4CC(=O)NCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 MCIDRQYWAUICRS-UHFFFAOYSA-N 0.000 claims 1
• PWAXHJGMPYEDHA-UHFFFAOYSA-N 4-[[2,6-difluoro-4-[2-[4-methyl-3-(morpholin-4-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]piperazin-2-one Chemical compound C1=C(CN2CCOCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCNC(=O)C1 PWAXHJGMPYEDHA-UHFFFAOYSA-N 0.000 claims 1
• JYDFXSHRCZUMFZ-UHFFFAOYSA-N 4-[[2,6-difluoro-4-[2-[4-methyl-3-(piperazin-1-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]morpholin-3-one Chemical compound C1=C(CN2CCNCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1=O JYDFXSHRCZUMFZ-UHFFFAOYSA-N 0.000 claims 1
• VOBZAWUYUOCSDO-UHFFFAOYSA-N 4-[[2,6-difluoro-4-[2-[4-methyl-3-(piperazin-1-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]piperazin-2-one Chemical compound C1=C(CN2CCNCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCNC(=O)C1 VOBZAWUYUOCSDO-UHFFFAOYSA-N 0.000 claims 1
• CFAGAECHVDZABT-UHFFFAOYSA-N 4-[[2,6-difluoro-4-[2-[4-methyl-3-[(4-methylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]piperazin-2-one Chemical compound C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CC(=O)NCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C CFAGAECHVDZABT-UHFFFAOYSA-N 0.000 claims 1
• LAXUYYFQPLLMJB-UHFFFAOYSA-N 4-[[4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]-1-methylpiperazin-2-one Chemical compound C1C(=O)N(C)CCN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)C=C1F LAXUYYFQPLLMJB-UHFFFAOYSA-N 0.000 claims 1
• FZAUBDQSSCQHGN-UHFFFAOYSA-N 4-[[4-[2-[4-[(4-acetylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]piperazin-2-one Chemical compound C1CN(C(=O)C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CC(=O)NCC4)=C(F)C=3)C2=N1 FZAUBDQSSCQHGN-UHFFFAOYSA-N 0.000 claims 1
• PPGQVVNSAXJEDL-UHFFFAOYSA-N 4-[[4-[2-[4-[(4-cyclopropylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCN(CC5)C5CC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCNC(=O)C1 PPGQVVNSAXJEDL-UHFFFAOYSA-N 0.000 claims 1
• KSBRMLGQPKTSET-BGYRXZFFSA-N 4-[[4-[2-[4-[[(3r,5s)-3,5-dimethylpiperazin-1-yl]methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]morpholin-3-one Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4C(COCC4)=O)=C(F)C=3)C2=N1 KSBRMLGQPKTSET-BGYRXZFFSA-N 0.000 claims 1
• QPXPVWVSNZRZMF-KDURUIRLSA-N 4-[[4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]-5-methylpyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]morpholin-3-one Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(C(=C1)C)=NC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4C(COCC4)=O)=C(F)C=3)C2=N1 QPXPVWVSNZRZMF-KDURUIRLSA-N 0.000 claims 1
• XLUXJTSFFNALDM-HDICACEKSA-N 4-[[4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]piperazin-2-one Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CC(=O)NCC4)=C(F)C=3)C2=N1 XLUXJTSFFNALDM-HDICACEKSA-N 0.000 claims 1
• GWNRDLXNRPOMIS-UHFFFAOYSA-N 4-[[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CC(=O)NCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 GWNRDLXNRPOMIS-UHFFFAOYSA-N 0.000 claims 1
• IBGNEADLGVZQAR-UHFFFAOYSA-N 4-[[4-[[7-[3,5-difluoro-4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CC(=O)NCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 IBGNEADLGVZQAR-UHFFFAOYSA-N 0.000 claims 1
• LBMYJSBMADCFTB-UHFFFAOYSA-N 4-[[4-[[7-[3-fluoro-4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methyl]-1-methylpiperazin-2-one Chemical compound C1C(=O)N(C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 LBMYJSBMADCFTB-UHFFFAOYSA-N 0.000 claims 1
• BYWGGKVBBSLDKZ-UHFFFAOYSA-N 4-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]-1-[2-(dimethylamino)ethyl]piperazin-2-one Chemical compound C1C(=O)N(CCN(C)C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C BYWGGKVBBSLDKZ-UHFFFAOYSA-N 0.000 claims 1
• XZPGLOLMCOVBJK-UHFFFAOYSA-N 4-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]-1-methylpiperazin-2-one Chemical compound C1C(=O)N(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C XZPGLOLMCOVBJK-UHFFFAOYSA-N 0.000 claims 1
• KHAROAQXNHICTQ-UHFFFAOYSA-N 4-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]piperazin-2-one Chemical compound C1=C(CN2CC(=O)NCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 KHAROAQXNHICTQ-UHFFFAOYSA-N 0.000 claims 1
• OWHUISMTHRKCDB-UHFFFAOYSA-N 4-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]methyl]-1-methylpiperazin-2-one Chemical compound C1C(=O)N(C)CCN1CC(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 OWHUISMTHRKCDB-UHFFFAOYSA-N 0.000 claims 1
• FFVGBGUFPFFUJI-UHFFFAOYSA-N 4-[[5-[[7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]-1-methylpiperazin-2-one Chemical compound C1C(=O)N(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCS(=O)(=O)CC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C FFVGBGUFPFFUJI-UHFFFAOYSA-N 0.000 claims 1
• MACSHMUYIMTCRV-UHFFFAOYSA-N 4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]-n-(2-morpholin-4-ylethyl)benzamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(=CC=3)C(=O)NCCN3CCOCC3)=NC=C2C=C1 MACSHMUYIMTCRV-UHFFFAOYSA-N 0.000 claims 1
• RAIBKHJXROVYFM-UHFFFAOYSA-N 4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(=CC=3)C#N)=NC=C2C=C1 RAIBKHJXROVYFM-UHFFFAOYSA-N 0.000 claims 1
• WXOKXMOJSKYNHL-UHFFFAOYSA-N 4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzonitrile Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C#N)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 WXOKXMOJSKYNHL-UHFFFAOYSA-N 0.000 claims 1
• DKOWNQSWRQJJGK-UHFFFAOYSA-N 4-[[7-[4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzonitrile Chemical compound C=1C=C(N2C3=NC(NC=4C=CC(=CC=4)C#N)=NC=C3C=C2)C=CC=1C(=O)N1CCOCC1 DKOWNQSWRQJJGK-UHFFFAOYSA-N 0.000 claims 1
• SYEXLVHGJJXRPV-UHFFFAOYSA-N 4-[[7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzonitrile Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C#N)=NC=C3C=C2)=CC(F)=C1CN1CCS(=O)(=O)CC1 SYEXLVHGJJXRPV-UHFFFAOYSA-N 0.000 claims 1
• JQTMGOLZSBTZMS-UHFFFAOYSA-N 4-methylpiperazine-1-carbaldehyde Chemical compound CN1CCN(C=O)CC1 JQTMGOLZSBTZMS-UHFFFAOYSA-N 0.000 claims 1
• OZQITGSSHSJETB-UHFFFAOYSA-N 4-n,4-n-dimethyl-1-n-[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]benzene-1,4-diamine Chemical compound C1=CC(N(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 OZQITGSSHSJETB-UHFFFAOYSA-N 0.000 claims 1
• CLCCMTRRMOBGNP-KDURUIRLSA-N 5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridine-3-carbonitrile Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(C(=C1)C#N)=NC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 CLCCMTRRMOBGNP-KDURUIRLSA-N 0.000 claims 1
• YCBWJFFVAHJEPP-UHFFFAOYSA-N 5-[[7-[3-fluoro-4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridine-2-carbonitrile Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)C#N)=NC=C3C=C2)=CC=C1C(=O)N1CCOCC1 YCBWJFFVAHJEPP-UHFFFAOYSA-N 0.000 claims 1
• SYHJOXSXWZFFAK-UHFFFAOYSA-N 5-[[7-[4-(morpholine-4-carbonyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridine-2-carbonitrile Chemical compound C=1C=C(N2C3=NC(NC=4C=NC(=CC=4)C#N)=NC=C3C=C2)C=CC=1C(=O)N1CCOCC1 SYHJOXSXWZFFAK-UHFFFAOYSA-N 0.000 claims 1
• VAVFPENJFDYELW-KDURUIRLSA-N 6-[2-[4-[[(3s,5r)-3,5-dimethylpiperazin-1-yl]methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-3,4-dihydro-1h-quinolin-2-one Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C4CCC(=O)NC4=CC=3)C2=N1 VAVFPENJFDYELW-KDURUIRLSA-N 0.000 claims 1
• KPGJOJFGLICEQQ-GASCZTMLSA-N 7-(3,5-difluorophenyl)-n-[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C=C(F)C=3)C2=N1 KPGJOJFGLICEQQ-GASCZTMLSA-N 0.000 claims 1
• LYQLHPCQOGZXSY-UHFFFAOYSA-N 7-(3-fluoro-4-morpholin-4-ylphenyl)-n-(6-methoxypyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(N4CCOCC4)=CC=3)C2=N1 LYQLHPCQOGZXSY-UHFFFAOYSA-N 0.000 claims 1
• LWUYJJXNUFTJQV-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-(2,2,3,3-tetrafluoro-1,4-benzodioxin-6-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=C4OC(F)(F)C(F)(F)OC4=CC=3)=NC=C2C=C1 LWUYJJXNUFTJQV-UHFFFAOYSA-N 0.000 claims 1
• LIQABDVYFKDYPV-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-(4-piperazin-1-ylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(=CC=3)N3CCNCC3)=NC=C2C=C1 LIQABDVYFKDYPV-UHFFFAOYSA-N 0.000 claims 1
• LJUOAHIFXRIJED-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-(4-pyrrolidin-2-ylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(=CC=3)C3NCCC3)=NC=C2C=C1 LJUOAHIFXRIJED-UHFFFAOYSA-N 0.000 claims 1
• MBFMWGMJDSKMRR-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-(6-piperazin-1-ylpyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=NC(=CC=3)N3CCNCC3)=NC=C2C=C1 MBFMWGMJDSKMRR-UHFFFAOYSA-N 0.000 claims 1
• BNSOQHQGPGYQPT-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-[3-(2-morpholin-4-ylethoxy)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=C(OCCN4CCOCC4)C=CC=3)=NC=C2C=C1 BNSOQHQGPGYQPT-UHFFFAOYSA-N 0.000 claims 1
• IMHMHICTHCYQOB-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-[3-(piperidin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=C(CN4CCCCC4)C=CC=3)=NC=C2C=C1 IMHMHICTHCYQOB-UHFFFAOYSA-N 0.000 claims 1
• VCZUVDKWGIEPSN-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-[4-(2-morpholin-4-ylethoxy)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(OCCN4CCOCC4)=CC=3)=NC=C2C=C1 VCZUVDKWGIEPSN-UHFFFAOYSA-N 0.000 claims 1
• XAZIEVWHTYPCFB-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-[4-(piperidin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(CN4CCCCC4)=CC=3)=NC=C2C=C1 XAZIEVWHTYPCFB-UHFFFAOYSA-N 0.000 claims 1
• VYYGRROKLJVRAU-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-phenylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC=CC=3)=NC=C2C=C1 VYYGRROKLJVRAU-UHFFFAOYSA-N 0.000 claims 1
• YYJQZMPTGMOTLB-UHFFFAOYSA-N 7-[3,5-difluoro-4-(methoxymethyl)phenyl]-n-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(F)C(COC)=C(F)C=C1N1C2=NC(NC=3C=NC(=CC=3)N3CCN(C)CC3)=NC=C2C=C1 YYJQZMPTGMOTLB-UHFFFAOYSA-N 0.000 claims 1
• YQPNDCJKVAVWBA-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(1-methylpyrazol-4-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=NN(C)C=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 YQPNDCJKVAVWBA-UHFFFAOYSA-N 0.000 claims 1
• OYGGMEBPSCOTBB-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(1-piperidin-4-ylpyrazol-4-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC4=CN(N=C4)C4CCNCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 OYGGMEBPSCOTBB-UHFFFAOYSA-N 0.000 claims 1
• ZERVEXYJDKALTE-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(3,4-dimethylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 ZERVEXYJDKALTE-UHFFFAOYSA-N 0.000 claims 1
• NSJGXXICGGPEFO-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(4-fluoro-3-methylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 NSJGXXICGGPEFO-UHFFFAOYSA-N 0.000 claims 1
• GSGFRBKSEJRLAJ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(4-methylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 GSGFRBKSEJRLAJ-UHFFFAOYSA-N 0.000 claims 1
• JJCBFRIXUKDPFO-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(4-morpholin-2-ylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C4OCCNC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 JJCBFRIXUKDPFO-UHFFFAOYSA-N 0.000 claims 1
• SHNBTEBXPGLIPL-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(4-propan-2-yloxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 SHNBTEBXPGLIPL-UHFFFAOYSA-N 0.000 claims 1
• GEDVLGWXVYCSIN-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(6-piperazin-1-ylpyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)N4CCNCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 GEDVLGWXVYCSIN-UHFFFAOYSA-N 0.000 claims 1
• HLKHHZYMWFXEDY-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(6-piperidin-4-ylpyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)C4CCNCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 HLKHHZYMWFXEDY-UHFFFAOYSA-N 0.000 claims 1
• ANVXUEQVIAPQBW-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(6-pyrrolidin-3-yloxypyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(OC5CNCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 ANVXUEQVIAPQBW-UHFFFAOYSA-N 0.000 claims 1
• INJCTNWXFNPVRK-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[1-(2-methoxyethyl)pyrazol-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=NN(CCOC)C=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 INJCTNWXFNPVRK-UHFFFAOYSA-N 0.000 claims 1
• SDIJUTLWQQYTGQ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-(2-morpholin-4-ylethoxy)pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(OCCN5CCOCC5)N=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 SDIJUTLWQQYTGQ-UHFFFAOYSA-N 0.000 claims 1
• SWPRGBHQIXPJDL-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-(oxan-4-yloxy)pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(OC5CCOCC5)N=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 SWPRGBHQIXPJDL-UHFFFAOYSA-N 0.000 claims 1
• IWRMQCZVBSLZLC-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-(piperazin-1-ylmethyl)pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(CN5CCNCC5)N=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 IWRMQCZVBSLZLC-UHFFFAOYSA-N 0.000 claims 1
• HJSWJCUVUUYJRP-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-[(3,3-difluoropyrrolidin-1-yl)methyl]pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(CN5CC(F)(F)CC5)N=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 HJSWJCUVUUYJRP-UHFFFAOYSA-N 0.000 claims 1
• UXCSKKGMKJNARV-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-[(4-methylpiperazin-1-yl)methyl]pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 UXCSKKGMKJNARV-UHFFFAOYSA-N 0.000 claims 1
• HRGWBOUXHGHIAZ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-[3-(trifluoromethyl)piperazin-1-yl]pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(N=CC=4)N4CC(NCC4)C(F)(F)F)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 HRGWBOUXHGHIAZ-UHFFFAOYSA-N 0.000 claims 1
• UDIGDLGWNVKRIA-BGYRXZFFSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-[[(3r,5s)-3,5-dimethylpiperazin-1-yl]methyl]pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 UDIGDLGWNVKRIA-BGYRXZFFSA-N 0.000 claims 1
• PKGDNUXRTPIGIM-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-[[3-(dimethylamino)pyrrolidin-1-yl]methyl]pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1C(N(C)C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 PKGDNUXRTPIGIM-UHFFFAOYSA-N 0.000 claims 1
• QDONIXZWEPMCCF-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-[[3-(trifluoromethyl)piperazin-1-yl]methyl]pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(CN5CC(NCC5)C(F)(F)F)N=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 QDONIXZWEPMCCF-UHFFFAOYSA-N 0.000 claims 1
• BPJDJDAZAGZTBP-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[2-[[4-[2-(dimethylamino)ethyl]piperazin-1-yl]methyl]pyridin-4-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CCN(C)C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 BPJDJDAZAGZTBP-UHFFFAOYSA-N 0.000 claims 1
• UPSYYBWNXLGHAQ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3,5-dimethyl-4-(2-morpholin-4-ylethoxy)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C=1C(C)=C(OCCN2CCOCC2)C(C)=CC=1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 UPSYYBWNXLGHAQ-UHFFFAOYSA-N 0.000 claims 1
• NDGJEEIAORALKZ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-(4-methylpiperazin-1-yl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1C1=CC=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 NDGJEEIAORALKZ-UHFFFAOYSA-N 0.000 claims 1
• FXCIXLRKAABTOV-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-(imidazol-1-ylmethyl)-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2C=NC=C2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 FXCIXLRKAABTOV-UHFFFAOYSA-N 0.000 claims 1
• OVZWHLPEAPCPDX-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(CN5CCOCC5)C=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 OVZWHLPEAPCPDX-UHFFFAOYSA-N 0.000 claims 1
• SXIXOXIQQSYZNX-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[(3,3-difluoropyrrolidin-1-yl)methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CC(F)(F)CC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 SXIXOXIQQSYZNX-UHFFFAOYSA-N 0.000 claims 1
• LSCXRMLMLLOMGC-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[(3,3-dimethylpiperazin-1-yl)methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CC(C)(C)NCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 LSCXRMLMLLOMGC-UHFFFAOYSA-N 0.000 claims 1
• DUIHFLHPTPUYSO-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[(3-methoxyazetidin-1-yl)methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1C(OC)CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C DUIHFLHPTPUYSO-UHFFFAOYSA-N 0.000 claims 1
• XVFKQYAPWMMAJZ-FCHUYYIVSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[[(2r,5s)-2,5-dimethylpiperazin-1-yl]methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C[C@@H]1CN[C@@H](C)CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C XVFKQYAPWMMAJZ-FCHUYYIVSA-N 0.000 claims 1
• QPKFEQDYHJDNTI-SZPZYZBQSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[[(3r,5s)-3,5-dimethylpiperazin-1-yl]methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C QPKFEQDYHJDNTI-SZPZYZBQSA-N 0.000 claims 1
• PMQDNWDXYNDDOZ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[[3-(dimethylamino)pyrrolidin-1-yl]methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1C(N(C)C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C PMQDNWDXYNDDOZ-UHFFFAOYSA-N 0.000 claims 1
• UQJOKJZHSCAGQL-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[[4-[(dimethylamino)methyl]triazol-1-yl]methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound N1=NC(CN(C)C)=CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C UQJOKJZHSCAGQL-UHFFFAOYSA-N 0.000 claims 1
• ULJCNLMWYADRAY-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[3-[[4-[2-(dimethylamino)ethyl]piperazin-1-yl]methyl]-4-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CCN(C)C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C ULJCNLMWYADRAY-UHFFFAOYSA-N 0.000 claims 1
• PCVCDGCQJIYNET-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-(methoxymethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(COC)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 PCVCDGCQJIYNET-UHFFFAOYSA-N 0.000 claims 1
• JRSBKRKJRJSVGB-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCOCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 JRSBKRKJRJSVGB-UHFFFAOYSA-N 0.000 claims 1
• HOPKFHYFYOKONN-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-(piperazin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCNCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 HOPKFHYFYOKONN-UHFFFAOYSA-N 0.000 claims 1
• LKPLZNBGPJVUKG-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-(piperidin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CC5CCNCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 LKPLZNBGPJVUKG-UHFFFAOYSA-N 0.000 claims 1
• UKZLPVBTMYQBDP-VWLOTQADSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(2r)-piperazin-2-yl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)[C@H]4NCCNC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 UKZLPVBTMYQBDP-VWLOTQADSA-N 0.000 claims 1
• UKZLPVBTMYQBDP-RUZDIDTESA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(2s)-piperazin-2-yl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)[C@@H]4NCCNC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 UKZLPVBTMYQBDP-RUZDIDTESA-N 0.000 claims 1
• AVUHWICIPLXTIF-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(3,3-difluoropyrrolidin-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CC(F)(F)CC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 AVUHWICIPLXTIF-UHFFFAOYSA-N 0.000 claims 1
• WVFZXUBUIGYQFM-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(3,3-dimethylpiperazin-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CNC(C)(C)CN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 WVFZXUBUIGYQFM-UHFFFAOYSA-N 0.000 claims 1
• QFGWESUFQFHJIO-UUWRZZSWSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(3s)-4-(2-phenylmethoxyethyl)morpholin-3-yl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)[C@@H]4N(CCOC4)CCOCC=4C=CC=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 QFGWESUFQFHJIO-UUWRZZSWSA-N 0.000 claims 1
• RUWYHWILNOGLGJ-HHHXNRCGSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(3s)-4-ethylmorpholin-3-yl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound CCN1CCOC[C@@H]1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 RUWYHWILNOGLGJ-HHHXNRCGSA-N 0.000 claims 1
• MFISXLSRLIIEMW-AREMUKBSSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(3s)-4-methylmorpholin-3-yl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound CN1CCOC[C@@H]1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 MFISXLSRLIIEMW-AREMUKBSSA-N 0.000 claims 1
• FYDDWLWCOQAOCM-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(4-ethylpiperazin-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 FYDDWLWCOQAOCM-UHFFFAOYSA-N 0.000 claims 1
• FWRIDBPPCKUJDS-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CC(C(=C1)C(F)(F)F)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 FWRIDBPPCKUJDS-UHFFFAOYSA-N 0.000 claims 1
• KCJRFVJKYJXKQM-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[(4-methylpiperazin-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 KCJRFVJKYJXKQM-UHFFFAOYSA-N 0.000 claims 1
• XQQGZDAWEVRDBY-RTWAWAEBSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[[(2s,5r)-2,5-dimethylpiperazin-1-yl]methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C[C@H]1CN[C@H](C)CN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 XQQGZDAWEVRDBY-RTWAWAEBSA-N 0.000 claims 1
• AQGSMYJRZLBPDE-SZPZYZBQSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[[(3r,5s)-3,5-dimethylpiperazin-1-yl]methyl]-3-methylphenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC(C(=C1)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 AQGSMYJRZLBPDE-SZPZYZBQSA-N 0.000 claims 1
• VBAHEMNBVZLAQO-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[[3-(trifluoromethyl)piperazin-1-yl]methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CC(NCC5)C(F)(F)F)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 VBAHEMNBVZLAQO-UHFFFAOYSA-N 0.000 claims 1
• WGYVOVPOGVBMHC-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-methyl-3-(pyrazol-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2N=CC=C2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 WGYVOVPOGVBMHC-UHFFFAOYSA-N 0.000 claims 1
• QKTBPXRWXWFKAJ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-methyl-3-[(4-methylpiperazin-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C QKTBPXRWXWFKAJ-UHFFFAOYSA-N 0.000 claims 1
• JXMYEQPNEJVTLO-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-methyl-3-[(4-methylpyrazol-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(C)C=NN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C JXMYEQPNEJVTLO-UHFFFAOYSA-N 0.000 claims 1
• QNBJJWYBHWJFMX-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-methyl-3-[(7-methyl-2,7-diazaspiro[4.4]nonan-2-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1N(C)CCC11CN(CC=2C(=CC=C(NC=3N=C4N(C=5C=C(F)C(CN6CCOCC6)=C(F)C=5)C=CC4=CN=3)C=2)C)CC1 QNBJJWYBHWJFMX-UHFFFAOYSA-N 0.000 claims 1
• JNHMIORMHINKRT-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[5-(4-methylpiperazin-1-yl)pyridin-2-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1C(C=N1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 JNHMIORMHINKRT-UHFFFAOYSA-N 0.000 claims 1
• FZOVJAKRDILXIB-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[5-[(4-ethylpiperazin-1-yl)methyl]pyridin-2-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1CC(C=N1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 FZOVJAKRDILXIB-UHFFFAOYSA-N 0.000 claims 1
• PHXZBCAOXHMEDB-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-(2,2-dimethylpiperazin-1-yl)-5-methylpyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C=1N=C(N2C(CNCC2)(C)C)C(C)=CC=1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 PHXZBCAOXHMEDB-UHFFFAOYSA-N 0.000 claims 1
• YIURKEPSDOVEKA-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-(2-morpholin-4-ylethoxy)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(OCCN5CCOCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 YIURKEPSDOVEKA-UHFFFAOYSA-N 0.000 claims 1
• CWZVJVYURNVTIB-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-(morpholin-4-ylmethyl)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(CN5CCOCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 CWZVJVYURNVTIB-UHFFFAOYSA-N 0.000 claims 1
• KAERNZMGRLYXFZ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-(oxan-4-ylmethoxy)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(OCC5CCOCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 KAERNZMGRLYXFZ-UHFFFAOYSA-N 0.000 claims 1
• GCOOWWQEDHHYAS-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-(oxan-4-yloxy)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(OC5CCOCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 GCOOWWQEDHHYAS-UHFFFAOYSA-N 0.000 claims 1
• GFMXBXHELYPZKF-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-(piperazin-1-ylmethyl)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(CN5CCNCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 GFMXBXHELYPZKF-UHFFFAOYSA-N 0.000 claims 1
• RBJHFPNJARCDIK-RBUKOAKNSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[(2r,5s)-2,5-dimethylpiperazin-1-yl]pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C[C@@H]1CN[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 RBJHFPNJARCDIK-RBUKOAKNSA-N 0.000 claims 1
• IXABPYFAQOAGOQ-KDURUIRLSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]-5-methoxypyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C=1N=C(N2C[C@@H](C)N[C@@H](C)C2)C(OC)=CC=1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 IXABPYFAQOAGOQ-KDURUIRLSA-N 0.000 claims 1
• ZHHXJPIIMJHYDC-BGYRXZFFSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]-5-methylpyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(C(=C1)C)=NC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 ZHHXJPIIMJHYDC-BGYRXZFFSA-N 0.000 claims 1
• FHLBPVUUOMTKLA-HDICACEKSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[(3s,5r)-3,5-dimethylpiperazin-1-yl]-5-(trifluoromethyl)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(C(=C1)C(F)(F)F)=NC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 FHLBPVUUOMTKLA-HDICACEKSA-N 0.000 claims 1
• MRSWHBIQJGZQCB-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[3-(trifluoromethyl)piperazin-1-yl]pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)N4CC(NCC4)C(F)(F)F)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 MRSWHBIQJGZQCB-UHFFFAOYSA-N 0.000 claims 1
• JXIXNGUFSRFSJE-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-phenylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 JXIXNGUFSRFSJE-UHFFFAOYSA-N 0.000 claims 1
• FNHXLQBULBOTOD-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-pyridin-3-ylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 FNHXLQBULBOTOD-UHFFFAOYSA-N 0.000 claims 1
• FFBPUBAEGUIZGH-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-pyridin-4-ylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CN=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 FFBPUBAEGUIZGH-UHFFFAOYSA-N 0.000 claims 1
• ITGZLMJFDJDVDM-UHFFFAOYSA-N 7-[3,5-difluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-n-[4-(methoxymethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(COC)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCCC4)=C(F)C=3)C2=N1 ITGZLMJFDJDVDM-UHFFFAOYSA-N 0.000 claims 1
• JRLBGNFQHCTLAU-UHFFFAOYSA-N 7-[3,5-difluoro-4-[(4-methylpiperazin-1-yl)methyl]phenyl]-n-(3,4-dimethylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)C=C1F JRLBGNFQHCTLAU-UHFFFAOYSA-N 0.000 claims 1
• QEAJIQNDLCVJTM-UHFFFAOYSA-N 7-[3,5-difluoro-4-[(4-propan-2-ylpiperazin-1-yl)methyl]phenyl]-n-(3,4-dimethylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C(C)C)CCN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)C=C1F QEAJIQNDLCVJTM-UHFFFAOYSA-N 0.000 claims 1
• NFBLXGOAGHDGRO-UHFFFAOYSA-N 7-[3-chloro-4-(morpholin-4-ylmethyl)phenyl]-n-(3,4-diethoxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(OCC)C(OCC)=CC=C1NC1=NC=C(C=CN2C=3C=C(Cl)C(CN4CCOCC4)=CC=3)C2=N1 NFBLXGOAGHDGRO-UHFFFAOYSA-N 0.000 claims 1
• ZEDLEUPTWVASSA-UHFFFAOYSA-N 7-[3-chloro-4-(morpholin-4-ylmethyl)phenyl]-n-(4-propan-2-yloxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(Cl)C(CN4CCOCC4)=CC=3)C2=N1 ZEDLEUPTWVASSA-UHFFFAOYSA-N 0.000 claims 1
• HXQVJGHIFHBHNG-UHFFFAOYSA-N 7-[3-chloro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-(methoxymethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(COC)=CC=C1NC1=NC=C(C=CN2C=3C=C(Cl)C(CN4CCOCC4)=CC=3)C2=N1 HXQVJGHIFHBHNG-UHFFFAOYSA-N 0.000 claims 1
• YKVLZRSGEKBJLH-UHFFFAOYSA-N 7-[3-chloro-4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]-n-(4-propan-2-yloxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(Cl)C(CN4CCS(=O)(=O)CC4)=CC=3)C2=N1 YKVLZRSGEKBJLH-UHFFFAOYSA-N 0.000 claims 1
• HSTQWMKWQSGJFX-UHFFFAOYSA-N 7-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]-n-(4-propan-2-yloxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=CC=3)C2=N1 HSTQWMKWQSGJFX-UHFFFAOYSA-N 0.000 claims 1
• WMVFCLNFHSREAY-UHFFFAOYSA-N 7-[4-(1-methoxyethyl)phenyl]-n-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(C(C)OC)=CC=C1N1C2=NC(NC=3C=NC(=CC=3)N3CCN(C)CC3)=NC=C2C=C1 WMVFCLNFHSREAY-UHFFFAOYSA-N 0.000 claims 1
• ZOUKFRFRBLVNAH-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-(3-methoxy-4-methylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(C)C(OC)=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCS(=O)(=O)CC5)=C(F)C=4)C=CC3=CN=2)=C1 ZOUKFRFRBLVNAH-UHFFFAOYSA-N 0.000 claims 1
• MTFBNGOGAPSEGQ-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-(4-propan-2-yloxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCS(=O)(=O)CC4)=C(F)C=3)C2=N1 MTFBNGOGAPSEGQ-UHFFFAOYSA-N 0.000 claims 1
• QSBXXCOFQWDFCA-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-(6-piperazin-1-ylpyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)N4CCNCC4)=NC=C3C=C2)=CC(F)=C1CN1CCS(=O)(=O)CC1 QSBXXCOFQWDFCA-UHFFFAOYSA-N 0.000 claims 1
• GIPRARMFWOSIRP-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-[4-(methoxymethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(COC)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCS(=O)(=O)CC4)=C(F)C=3)C2=N1 GIPRARMFWOSIRP-UHFFFAOYSA-N 0.000 claims 1
• NUUOWWKAHUGSCC-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-[4-[(4-ethylpiperazin-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCS(=O)(=O)CC4)=C(F)C=3)C2=N1 NUUOWWKAHUGSCC-UHFFFAOYSA-N 0.000 claims 1
• HFQFQSFMMZONSM-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-[5-(4-methylpiperazin-1-yl)pyridin-2-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1C(C=N1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCS(=O)(=O)CC4)=C(F)C=3)C2=N1 HFQFQSFMMZONSM-UHFFFAOYSA-N 0.000 claims 1
• AXGGOWUNBCVKPF-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-phenylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCS(=O)(=O)CC1 AXGGOWUNBCVKPF-UHFFFAOYSA-N 0.000 claims 1
• ZNVCLGFZILCZHL-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-pyridin-2-ylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4N=CC=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCS(=O)(=O)CC1 ZNVCLGFZILCZHL-UHFFFAOYSA-N 0.000 claims 1
• NAJPTMFGRHTSLB-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]-n-pyridin-4-ylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CN=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCS(=O)(=O)CC1 NAJPTMFGRHTSLB-UHFFFAOYSA-N 0.000 claims 1
• YBKNYWWPIAGTQE-UHFFFAOYSA-N 7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3-fluorophenyl]-n-(4-fluoro-3-methylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCS(=O)(=O)CC5)=CC=4)C=CC3=CN=2)=C1 YBKNYWWPIAGTQE-UHFFFAOYSA-N 0.000 claims 1
• IDRBDBABJJSFAJ-UHFFFAOYSA-N 7-[4-[(3,3-dimethylmorpholin-4-yl)methyl]-3,5-difluorophenyl]-n-(3,4-dimethylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4C(COCC4)(C)C)=C(F)C=3)C2=N1 IDRBDBABJJSFAJ-UHFFFAOYSA-N 0.000 claims 1
• AXRSMCQJPFJKEJ-UHFFFAOYSA-N 7-[4-[(4-cyclopropylpiperazin-1-yl)methyl]-3,5-difluorophenyl]-n-(3,4-dimethylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCN(CC4)C4CC4)=C(F)C=3)C2=N1 AXRSMCQJPFJKEJ-UHFFFAOYSA-N 0.000 claims 1
• ZDFMYERUODLMDI-UHFFFAOYSA-N 7-[4-[(4-ethylpiperazin-1-yl)methyl]-3,5-difluorophenyl]-n-(4-fluoro-3-methylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(C)C(F)=CC=4)=NC=C3C=C2)C=C1F ZDFMYERUODLMDI-UHFFFAOYSA-N 0.000 claims 1
• OVEBBGUVZKSWDR-UHFFFAOYSA-N 7-[4-[(4-ethylpiperazin-1-yl)methyl]-3-fluorophenyl]-n-(4-propan-2-yloxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1CC1=CC=C(N2C3=NC(NC=4C=CC(OC(C)C)=CC=4)=NC=C3C=C2)C=C1F OVEBBGUVZKSWDR-UHFFFAOYSA-N 0.000 claims 1
• ZZXQDESBSHAYLM-BGYRXZFFSA-N 7-[4-[[(2r,6s)-2,6-dimethylmorpholin-4-yl]methyl]-3,5-difluorophenyl]-n-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)O[C@@H](C)CN1CC1=C(F)C=C(N2C3=NC(NC=4C=NC(=CC=4)N4CCN(C)CC4)=NC=C3C=C2)C=C1F ZZXQDESBSHAYLM-BGYRXZFFSA-N 0.000 claims 1
• ZHMSFRYJNXYCHV-KDURUIRLSA-N 7-[4-[[(2s,6r)-2,6-dimethylmorpholin-4-yl]methyl]-3,5-difluorophenyl]-n-(6-piperazin-1-ylpyridin-3-yl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)O[C@@H](C)CN1CC1=C(F)C=C(N2C3=NC(NC=4C=NC(=CC=4)N4CCNCC4)=NC=C3C=C2)C=C1F ZHMSFRYJNXYCHV-KDURUIRLSA-N 0.000 claims 1
• UVLJGHLTMFDUAX-UHFFFAOYSA-N FC1=CC(N2C3=NC(NC=4C=C5C6CCC(N6)C5=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 Chemical compound FC1=CC(N2C3=NC(NC=4C=C5C6CCC(N6)C5=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 UVLJGHLTMFDUAX-UHFFFAOYSA-N 0.000 claims 1
• VGEYCLQFQULAAQ-UHFFFAOYSA-N [1-[4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]cyclopropyl]-(4-ethylpiperazin-1-yl)methanone Chemical compound C1CN(CC)CCN1C(=O)C1(C=2C=CC(=CC=2)N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)CC1 VGEYCLQFQULAAQ-UHFFFAOYSA-N 0.000 claims 1
• QAXGJEKYOOHOLJ-UHFFFAOYSA-N [1-[4-[2-(3-chloro-4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]cyclopropyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1(C=2C=CC(=CC=2)N2C3=NC(NC=4C=C(Cl)C(C)=CC=4)=NC=C3C=C2)CC1 QAXGJEKYOOHOLJ-UHFFFAOYSA-N 0.000 claims 1
• MPFISKZYSORNSK-UHFFFAOYSA-N [1-[4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]cyclopropyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1(C=2C=CC(=CC=2)N2C3=NC(NC=4C=C(C)C(F)=CC=4)=NC=C3C=C2)CC1 MPFISKZYSORNSK-UHFFFAOYSA-N 0.000 claims 1
• OXFGBLCUSKXMST-UHFFFAOYSA-N [1-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]triazol-4-yl]methanol Chemical compound C1=C(CN2N=NC(CO)=C2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 OXFGBLCUSKXMST-UHFFFAOYSA-N 0.000 claims 1
• LVMBZFLXWWJUDA-UHFFFAOYSA-N [2,6-difluoro-4-[2-(1,3-thiazol-2-ylamino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4SC=CN=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 LVMBZFLXWWJUDA-UHFFFAOYSA-N 0.000 claims 1
• JNSWSSCCRCCGFE-UHFFFAOYSA-N [2,6-difluoro-4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 JNSWSSCCRCCGFE-UHFFFAOYSA-N 0.000 claims 1
• USYUCOHEHMBSLA-UHFFFAOYSA-N [2,6-difluoro-4-[2-(pyridin-2-ylamino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4N=CC=CC=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 USYUCOHEHMBSLA-UHFFFAOYSA-N 0.000 claims 1
• GZVSQRIGTIEXJZ-UHFFFAOYSA-N [2,6-difluoro-4-[2-(pyridin-4-ylamino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CN=CC=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 GZVSQRIGTIEXJZ-UHFFFAOYSA-N 0.000 claims 1
• IGEUBTSXFJUULO-UHFFFAOYSA-N [2,6-difluoro-4-[2-(pyrimidin-4-ylamino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4N=CN=CC=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 IGEUBTSXFJUULO-UHFFFAOYSA-N 0.000 claims 1
• JTLSWOWBAJFMDE-UHFFFAOYSA-N [2,6-difluoro-4-[2-[(1-methylpyrazol-4-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=NN(C)C=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 JTLSWOWBAJFMDE-UHFFFAOYSA-N 0.000 claims 1
• WWRVIAHKQVSCHD-UHFFFAOYSA-N [2,6-difluoro-4-[2-[(5-methylpyridin-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound CC1=CN=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 WWRVIAHKQVSCHD-UHFFFAOYSA-N 0.000 claims 1
• YRGJKXZQEATXLU-UHFFFAOYSA-N [2,6-difluoro-4-[2-[(6-methylpyridin-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=NC(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 YRGJKXZQEATXLU-UHFFFAOYSA-N 0.000 claims 1
• YWMXFTWXQNHUFT-UHFFFAOYSA-N [2,6-difluoro-4-[2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)N4CCNCC4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 YWMXFTWXQNHUFT-UHFFFAOYSA-N 0.000 claims 1
• KNULCLMWTZZYDM-UHFFFAOYSA-N [2,6-difluoro-4-[2-[3-(4-methylpiperazin-1-yl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1CN(C)CCN1C1=CC=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 KNULCLMWTZZYDM-UHFFFAOYSA-N 0.000 claims 1
• FXGZAPSGZKOOGY-UHFFFAOYSA-N [2,6-difluoro-4-[2-[3-[(4-methylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1CN(C)CCN1CC1=CC=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 FXGZAPSGZKOOGY-UHFFFAOYSA-N 0.000 claims 1
• BZWOZGNOZZGEFK-UHFFFAOYSA-N [2,6-difluoro-4-[2-[4-(methoxymethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1=CC(COC)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCN(C)CC4)=C(F)C=3)C2=N1 BZWOZGNOZZGEFK-UHFFFAOYSA-N 0.000 claims 1
• LFOZTNGKMPEUKX-UHFFFAOYSA-N [2,6-difluoro-4-[2-[4-(morpholin-4-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCOCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 LFOZTNGKMPEUKX-UHFFFAOYSA-N 0.000 claims 1
• OMGTUGCOTREROQ-UHFFFAOYSA-N [2,6-difluoro-4-[2-[4-(piperazin-1-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCNCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 OMGTUGCOTREROQ-UHFFFAOYSA-N 0.000 claims 1
• VONOJJRWBCYRBU-UHFFFAOYSA-N [2,6-difluoro-4-[2-[4-[(4-methylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1CN(C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 VONOJJRWBCYRBU-UHFFFAOYSA-N 0.000 claims 1
• ADJPSOQGNGJLLG-UHFFFAOYSA-N [2,6-difluoro-4-[2-[[2-(4-methylpiperazin-1-yl)pyridin-4-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1CN(C)CCN1C1=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 ADJPSOQGNGJLLG-UHFFFAOYSA-N 0.000 claims 1
• ZBDKEWDYTXQOOS-UHFFFAOYSA-N [2,6-difluoro-4-[2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanol Chemical compound C1CN(C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CO)=C(F)C=3)C2=N1 ZBDKEWDYTXQOOS-UHFFFAOYSA-N 0.000 claims 1
• MDOWGJUNHKZRJV-UHFFFAOYSA-N [2,6-difluoro-4-[2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1CN(CCO)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 MDOWGJUNHKZRJV-UHFFFAOYSA-N 0.000 claims 1
• RUFVIYKZHLYYMR-UHFFFAOYSA-N [2-chloro-4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=C(Cl)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=C1 RUFVIYKZHLYYMR-UHFFFAOYSA-N 0.000 claims 1
• NCZCPEOWINAATE-UHFFFAOYSA-N [2-chloro-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C(C(=C1)Cl)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 NCZCPEOWINAATE-UHFFFAOYSA-N 0.000 claims 1
• WUGAPWHZMVUCOL-UHFFFAOYSA-N [2-fluoro-4-[2-(3-methoxy-4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(C)C(OC)=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=C1 WUGAPWHZMVUCOL-UHFFFAOYSA-N 0.000 claims 1
• QBGGWTTZUVLTQO-UHFFFAOYSA-N [2-fluoro-4-[2-(4-fluoro-3-methoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1=C(F)C(OC)=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCN(C)CC5)=CC=4)C=CC3=CN=2)=C1 QBGGWTTZUVLTQO-UHFFFAOYSA-N 0.000 claims 1
• QSWUWVCHHYZJCJ-UHFFFAOYSA-N [2-fluoro-4-[2-(4-fluoro-3-methoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(F)C(OC)=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=C1 QSWUWVCHHYZJCJ-UHFFFAOYSA-N 0.000 claims 1
• HYNFSWLJTSZLKQ-UHFFFAOYSA-N [2-fluoro-4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC=C(N2C3=NC(NC=4C=C(C)C(F)=CC=4)=NC=C3C=C2)C=C1F HYNFSWLJTSZLKQ-UHFFFAOYSA-N 0.000 claims 1
• MXJBPOHHJNGOAQ-UHFFFAOYSA-N [2-fluoro-4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=C1 MXJBPOHHJNGOAQ-UHFFFAOYSA-N 0.000 claims 1
• ZIHYMFAXHDVVBN-UHFFFAOYSA-N [2-fluoro-4-[2-(4-fluoroanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC=C(N2C3=NC(NC=4C=CC(F)=CC=4)=NC=C3C=C2)C=C1F ZIHYMFAXHDVVBN-UHFFFAOYSA-N 0.000 claims 1
• MHHXJUCHOQSXHL-UHFFFAOYSA-N [2-fluoro-4-[2-(4-fluoroanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(F)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 MHHXJUCHOQSXHL-UHFFFAOYSA-N 0.000 claims 1
• FXAMHYMLVWBHRX-UHFFFAOYSA-N [2-fluoro-4-[2-(4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 FXAMHYMLVWBHRX-UHFFFAOYSA-N 0.000 claims 1
• APFNTCMXERUWAP-UHFFFAOYSA-N [2-fluoro-4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCN(C)CC4)=CC=3)C2=N1 APFNTCMXERUWAP-UHFFFAOYSA-N 0.000 claims 1
• FVRBCUPVTQAIEX-UHFFFAOYSA-N [2-fluoro-4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 FVRBCUPVTQAIEX-UHFFFAOYSA-N 0.000 claims 1
• CGCHXCDIDUYGFK-UHFFFAOYSA-N [2-fluoro-4-[2-(pyridin-3-ylamino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=NC=CC=4)=NC=C3C=C2)=CC=C1C(=O)N1CCOCC1 CGCHXCDIDUYGFK-UHFFFAOYSA-N 0.000 claims 1
• JLXOHDYRJKURSD-UHFFFAOYSA-N [2-fluoro-4-[2-[4-(morpholin-4-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCOCC5)=CC=4)=NC=C3C=C2)=CC=C1C(=O)N1CCOCC1 JLXOHDYRJKURSD-UHFFFAOYSA-N 0.000 claims 1
• RPVPWTNHPOQWHO-UHFFFAOYSA-N [2-fluoro-4-[2-[4-(piperazin-1-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCNCC5)=CC=4)=NC=C3C=C2)=CC=C1C(=O)N1CCOCC1 RPVPWTNHPOQWHO-UHFFFAOYSA-N 0.000 claims 1
• ANVUKCURMGOHHQ-UHFFFAOYSA-N [2-fluoro-4-[2-[4-(piperidin-4-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CC5CCNCC5)=CC=4)=NC=C3C=C2)=CC=C1C(=O)N1CCOCC1 ANVUKCURMGOHHQ-UHFFFAOYSA-N 0.000 claims 1
• QWFKHVZRNPAVAV-UHFFFAOYSA-N [2-fluoro-4-[2-[4-methyl-3-[(4-methylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=CC=C1C QWFKHVZRNPAVAV-UHFFFAOYSA-N 0.000 claims 1
• YFIYJPUMHYTBMT-UHFFFAOYSA-N [2-fluoro-4-[2-[[6-(trifluoromethyl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)C(F)(F)F)=NC=C3C=C2)=CC=C1C(=O)N1CCOCC1 YFIYJPUMHYTBMT-UHFFFAOYSA-N 0.000 claims 1
• CLKLNUZYFYSTKW-UHFFFAOYSA-N [2-fluoro-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C(C(=C1)F)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 CLKLNUZYFYSTKW-UHFFFAOYSA-N 0.000 claims 1
• GWUBCFGWDIYTJN-UHFFFAOYSA-N [2-fluoro-4-[[7-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C(C(=C1)F)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=CC=3)C2=N1 GWUBCFGWDIYTJN-UHFFFAOYSA-N 0.000 claims 1
• PPZDWOFKOYVYFZ-UHFFFAOYSA-N [2-fluoro-5-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=CC=C1F PPZDWOFKOYVYFZ-UHFFFAOYSA-N 0.000 claims 1
• XEDQQFPTGUWZBI-UHFFFAOYSA-N [2-fluoro-5-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=C(C(F)=CC=3)C(=O)N3CCOCC3)=NC=C2C=C1 XEDQQFPTGUWZBI-UHFFFAOYSA-N 0.000 claims 1
• QQBUTSCGZBGCDL-UHFFFAOYSA-N [2-methyl-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C(C(=C1)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 QQBUTSCGZBGCDL-UHFFFAOYSA-N 0.000 claims 1
• TZJCBNOFHNXOMP-UHFFFAOYSA-N [2-methyl-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound C=1C=C(C(=O)N2CCOCC2)C(C)=CC=1NC(N=C12)=NC=C1C=CN2C1=CC=C(S(C)(=O)=O)C=C1 TZJCBNOFHNXOMP-UHFFFAOYSA-N 0.000 claims 1
• RYXLXKGNPKSRQJ-UHFFFAOYSA-N [3-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 RYXLXKGNPKSRQJ-UHFFFAOYSA-N 0.000 claims 1
• ITRWYXWROUKXDM-UHFFFAOYSA-N [3-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=C(C=CC=4)C(=O)N4CCOCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 ITRWYXWROUKXDM-UHFFFAOYSA-N 0.000 claims 1
• FPEUCCCVKWGUQU-UHFFFAOYSA-N [3-fluoro-4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C(=CC(=CC=3)C(=O)N3CCOCC3)F)C2=N1 FPEUCCCVKWGUQU-UHFFFAOYSA-N 0.000 claims 1
• UCLHWOAMQYFXRH-UHFFFAOYSA-N [4-(2-anilinopyrrolo[2,3-d]pyrimidin-7-yl)-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC=CC=4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 UCLHWOAMQYFXRH-UHFFFAOYSA-N 0.000 claims 1
• UFSQFCQRNVIZJE-UHFFFAOYSA-N [4-(dimethylamino)piperidin-1-yl]-[4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]methanone Chemical compound C1CC(N(C)C)CCN1C(=O)C1=CC=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)C=C1F UFSQFCQRNVIZJE-UHFFFAOYSA-N 0.000 claims 1
• GJTMTPLTWXKRFF-UHFFFAOYSA-N [4-(dimethylamino)piperidin-1-yl]-[4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]methanone Chemical compound C1CC(N(C)C)CCN1C(=O)C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 GJTMTPLTWXKRFF-UHFFFAOYSA-N 0.000 claims 1
• XMHDVYCZWCTXIY-UHFFFAOYSA-N [4-[2-(3,4-diethoxyanilino)-6-methylpyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1=C(OCC)C(OCC)=CC=C1NC1=NC=C(C=C(C)N2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 XMHDVYCZWCTXIY-UHFFFAOYSA-N 0.000 claims 1
• LKLUWEOVBVBLEA-UHFFFAOYSA-N [4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-(1,1-dioxo-1,4-thiazinan-4-yl)methanone Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCS(=O)(=O)CC4)=CC=3)C2=N1 LKLUWEOVBVBLEA-UHFFFAOYSA-N 0.000 claims 1
• XSNDMYYCPMMHKM-UHFFFAOYSA-N [4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC=C(N2C3=NC(NC=4C=C(C)C(C)=CC=4)=NC=C3C=C2)C=C1F XSNDMYYCPMMHKM-UHFFFAOYSA-N 0.000 claims 1
• GTOAXSOYWSKVCR-UHFFFAOYSA-N [4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 GTOAXSOYWSKVCR-UHFFFAOYSA-N 0.000 claims 1
• IROJYWVYFDFIFG-UHFFFAOYSA-N [4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-methylphenyl]-morpholin-4-ylmethanone Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(C)C(C(=O)N4CCOCC4)=CC=3)C2=N1 IROJYWVYFDFIFG-UHFFFAOYSA-N 0.000 claims 1
• MWWPTPWQKSYZEB-UHFFFAOYSA-N [4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-[4-(2-hydroxyethyl)piperazin-1-yl]methanone Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCN(CCO)CC3)C2=N1 MWWPTPWQKSYZEB-UHFFFAOYSA-N 0.000 claims 1
• RWOQEFYCIOGVOB-UHFFFAOYSA-N [4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 RWOQEFYCIOGVOB-UHFFFAOYSA-N 0.000 claims 1
• RHOAHAZEPUGQEZ-UHFFFAOYSA-N [4-[2-(3-chloro-4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound C1=C(Cl)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 RHOAHAZEPUGQEZ-UHFFFAOYSA-N 0.000 claims 1
• ANMFZZSXFLTBLW-UHFFFAOYSA-N [4-[2-(3-fluoro-4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(F)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 ANMFZZSXFLTBLW-UHFFFAOYSA-N 0.000 claims 1
• YWEPNYCEBRFWCQ-UHFFFAOYSA-N [4-[2-(3-methoxy-4-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=C(C)C(OC)=CC(NC=2N=C3N(C=4C=CC(=CC=4)C(=O)N4CCOCC4)C=CC3=CN=2)=C1 YWEPNYCEBRFWCQ-UHFFFAOYSA-N 0.000 claims 1
• FXPAWFCTGXYONJ-UHFFFAOYSA-N [4-[2-(4-fluoro-3-methoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-methylphenyl]-morpholin-4-ylmethanone Chemical compound C1=C(F)C(OC)=CC(NC=2N=C3N(C=4C=C(C)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=C1 FXPAWFCTGXYONJ-UHFFFAOYSA-N 0.000 claims 1
• NFBRFIACFHEGGX-UHFFFAOYSA-N [4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2-methylphenyl]-morpholin-4-ylmethanone Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=C(C)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=C1 NFBRFIACFHEGGX-UHFFFAOYSA-N 0.000 claims 1
• SLDHUSCXMUWFQF-UHFFFAOYSA-N [4-[2-(4-fluoroanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(F)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 SLDHUSCXMUWFQF-UHFFFAOYSA-N 0.000 claims 1
• BHJKRUNVZVLIIT-UHFFFAOYSA-N [4-[2-(4-fluoroanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-pyrrolidin-1-ylmethanone Chemical compound C1=CC(F)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCCC3)C2=N1 BHJKRUNVZVLIIT-UHFFFAOYSA-N 0.000 claims 1
• IBXTVWNJCHMDJS-UHFFFAOYSA-N [4-[2-[(1,5-dimethylpyrazol-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound CN1C(C)=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=N1 IBXTVWNJCHMDJS-UHFFFAOYSA-N 0.000 claims 1
• QCVAEPGPMIMZOL-UHFFFAOYSA-N [4-[2-[(1-methylpyrazol-4-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=NN(C)C=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 QCVAEPGPMIMZOL-UHFFFAOYSA-N 0.000 claims 1
• LTHNQPDRALFTCL-UHFFFAOYSA-N [4-[2-[(5,6-dimethylpyridin-2-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound N1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 LTHNQPDRALFTCL-UHFFFAOYSA-N 0.000 claims 1
• MILCPSHJDITXMG-UHFFFAOYSA-N [4-[2-[(6-methoxypyridin-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 MILCPSHJDITXMG-UHFFFAOYSA-N 0.000 claims 1
• UPBHGHGSWSVDPH-UHFFFAOYSA-N [4-[2-[3-(2,5-dioxa-8-azaspiro[3.5]nonan-8-ylmethyl)-4-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1=C(CN2CC3(COC3)OCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC=C1C(=O)N1CCOCC1 UPBHGHGSWSVDPH-UHFFFAOYSA-N 0.000 claims 1
• WUOLMMMWWSPEGO-UHFFFAOYSA-N [4-[2-[3-(4,7-diazaspiro[2.5]octan-7-ylmethyl)-4-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1=C(CN2CC3(CC3)NCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC=C1C(=O)N1CCOCC1 WUOLMMMWWSPEGO-UHFFFAOYSA-N 0.000 claims 1
• XVNOFIZGMGYUSC-UHFFFAOYSA-N [4-[2-[3-[(3,3-dimethylpiperazin-1-yl)methyl]-4-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1=C(CN2CC(C)(C)NCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC=C1C(=O)N1CCOCC1 XVNOFIZGMGYUSC-UHFFFAOYSA-N 0.000 claims 1
• QSABEPGVEAUCGY-UHFFFAOYSA-N [4-[2-[3-[(4-cyclopropylpiperazin-1-yl)methyl]-4-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1=C(CN2CCN(CC2)C2CC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC=C1C(=O)N1CCOCC1 QSABEPGVEAUCGY-UHFFFAOYSA-N 0.000 claims 1
• AXJXFZMZSBWCDL-FCHUYYIVSA-N [4-[2-[3-[[(2r,5s)-2,5-dimethylpiperazin-1-yl]methyl]-4-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C[C@@H]1CN[C@@H](C)CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=CC=C1C AXJXFZMZSBWCDL-FCHUYYIVSA-N 0.000 claims 1
• SNBPHFRMMXVZCX-SZPZYZBQSA-N [4-[2-[3-[[(3s,5r)-3,5-dimethylpiperazin-1-yl]methyl]-4-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(C(=O)N5CCOCC5)=CC=4)C=CC3=CN=2)=CC=C1C SNBPHFRMMXVZCX-SZPZYZBQSA-N 0.000 claims 1
• SQEXVBGJSFDXHL-UHFFFAOYSA-N [4-[2-[4-(4-ethylpiperazin-1-yl)-3-methylanilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound C1CN(CC)CCN1C(C(=C1)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=CC=3)C2=N1 SQEXVBGJSFDXHL-UHFFFAOYSA-N 0.000 claims 1
• NJBJEBLIDYRXLI-UHFFFAOYSA-N [4-[2-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=C(F)C=C(N2C3=NC(NC=4C=CC(CN5CCS(=O)(=O)CC5)=CC=4)=NC=C3C=C2)C=C1F NJBJEBLIDYRXLI-UHFFFAOYSA-N 0.000 claims 1
• KUQYZJIAWFVELJ-UHFFFAOYSA-N [4-[2-[4-[(4-cyclopropylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCN(CC5)C5CC5)=CC=4)=NC=C3C=C2)=CC=C1C(=O)N1CCOCC1 KUQYZJIAWFVELJ-UHFFFAOYSA-N 0.000 claims 1
• XDETUWKIRDPWAQ-UHFFFAOYSA-N [4-[2-[4-[(4-ethylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(CC)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCN(C)CC4)=C(F)C=3)C2=N1 XDETUWKIRDPWAQ-UHFFFAOYSA-N 0.000 claims 1
• JBFULUGVWFFCDG-BGYRXZFFSA-N [4-[2-[4-[[(3s,5r)-3,5-dimethylpiperazin-1-yl]methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 JBFULUGVWFFCDG-BGYRXZFFSA-N 0.000 claims 1
• YXNDURRZDOYBPF-UHFFFAOYSA-N [4-[2-[4-methyl-3-[(4-methylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1CN(C)CCN1CC1=CC(NC=2N=C3N(C=4C=CC(=CC=4)C(=O)N4CCOCC4)C=CC3=CN=2)=CC=C1C YXNDURRZDOYBPF-UHFFFAOYSA-N 0.000 claims 1
• MJJKIUXKJYSTBO-UHFFFAOYSA-N [4-[2-[[2-(4,7-diazaspiro[2.5]octan-7-yl)pyridin-4-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=C(N=CC=4)N4CC5(CC5)NCC4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 MJJKIUXKJYSTBO-UHFFFAOYSA-N 0.000 claims 1
• HPIYLJABDVKPQO-ZWKOTPCHSA-N [4-[2-[[6-[(2r,5s)-2,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound C[C@@H]1CN[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 HPIYLJABDVKPQO-ZWKOTPCHSA-N 0.000 claims 1
• UGMIVSNVOXKZFG-HDICACEKSA-N [4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(C(=O)N4CCOCC4)=C(F)C=3)C2=N1 UGMIVSNVOXKZFG-HDICACEKSA-N 0.000 claims 1
• DAVLLMWAQKBQNR-UHFFFAOYSA-N [4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-piperazin-1-ylmethanone Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(=CC=3)C(=O)N3CCNCC3)=NC=C2C=C1 DAVLLMWAQKBQNR-UHFFFAOYSA-N 0.000 claims 1
• YWMHOJKAAGYIFX-UHFFFAOYSA-N [4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-(trifluoromethyl)phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C(C(=C1)C(F)(F)F)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 YWMHOJKAAGYIFX-UHFFFAOYSA-N 0.000 claims 1
• NIFLALWLTCQRKC-UHFFFAOYSA-N [4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-(4-ethylpiperazin-1-yl)methanone Chemical compound C1CN(CC)CCN1C(=O)C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 NIFLALWLTCQRKC-UHFFFAOYSA-N 0.000 claims 1
• DCHCWIZLBHPODM-UHFFFAOYSA-N [4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C(=O)N4CCOCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 DCHCWIZLBHPODM-UHFFFAOYSA-N 0.000 claims 1
• OALNVEKANNITLW-UHFFFAOYSA-N [4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-(2,5-dioxa-8-azaspiro[3.5]nonan-8-yl)methanone Chemical compound FC1=CC(N2C3=NC(NC=4C=C(N=CC=4)C(=O)N4CC5(COC5)OCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 OALNVEKANNITLW-UHFFFAOYSA-N 0.000 claims 1
• CTGTVVNMIKCAHT-UHFFFAOYSA-N [4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 CTGTVVNMIKCAHT-UHFFFAOYSA-N 0.000 claims 1
• OFJKFEOLLNLGOB-KDURUIRLSA-N [4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-[(3r,5s)-3,5-dimethylpiperazin-1-yl]methanone Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(=O)C1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 OFJKFEOLLNLGOB-KDURUIRLSA-N 0.000 claims 1
• YEYLHQGAFUGMDQ-UHFFFAOYSA-N [4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-piperazin-1-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=C(N=CC=4)C(=O)N4CCNCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 YEYLHQGAFUGMDQ-UHFFFAOYSA-N 0.000 claims 1
• GJISMAUIZQRION-UHFFFAOYSA-N [4-[[7-[3,5-difluoro-4-(pyrrolidin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C(=O)N4CCOCC4)=NC=C3C=C2)=CC(F)=C1CN1CCCC1 GJISMAUIZQRION-UHFFFAOYSA-N 0.000 claims 1
• XJZMGWAUXVVHGE-UHFFFAOYSA-N [4-[[7-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C(=O)N4CCOCC4)=NC=C3C=C2)=CC=C1CN1CCOCC1 XJZMGWAUXVVHGE-UHFFFAOYSA-N 0.000 claims 1
• GJMCODGWPDHAQK-UHFFFAOYSA-N [4-[[7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-(trifluoromethyl)phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C(C(=C1)C(F)(F)F)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCS(=O)(=O)CC4)=C(F)C=3)C2=N1 GJMCODGWPDHAQK-UHFFFAOYSA-N 0.000 claims 1
• GIMCGMPZZAFXKU-UHFFFAOYSA-N [4-[[7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound C=1C=C(NC=2N=C3N(C=4C=CC(CN5CCS(=O)(=O)CC5)=CC=4)C=CC3=CN=2)C=CC=1C(=O)N1CCOCC1 GIMCGMPZZAFXKU-UHFFFAOYSA-N 0.000 claims 1
• KXWCGAAUJGHFRO-UHFFFAOYSA-N [5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C KXWCGAAUJGHFRO-UHFFFAOYSA-N 0.000 claims 1
• HNPHKKRFEUGWGA-OYRHEFFESA-N [5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]-[(3r,5s)-3,5-dimethylpiperazin-1-yl]methanone Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(=O)C1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=C1C HNPHKKRFEUGWGA-OYRHEFFESA-N 0.000 claims 1
• TYOJNKGYUTWARB-UHFFFAOYSA-N [5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 TYOJNKGYUTWARB-UHFFFAOYSA-N 0.000 claims 1
• QMUKXWVWYVJMAQ-UHFFFAOYSA-N [5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-2-yl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)C(=O)N4CCOCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 QMUKXWVWYVJMAQ-UHFFFAOYSA-N 0.000 claims 1
• HCXMGPZHXMPWDR-UHFFFAOYSA-N [5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyridin-3-yl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=C(C=NC=4)C(=O)N4CCOCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 HCXMGPZHXMPWDR-UHFFFAOYSA-N 0.000 claims 1
• SLVDOUWFWWGHDM-UHFFFAOYSA-N cyclopropyl-[4-[2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanol Chemical compound C1CN(C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(O)C3CC3)C2=N1 SLVDOUWFWWGHDM-UHFFFAOYSA-N 0.000 claims 1
• 125000004212 difluorophenyl group Chemical group 0.000 claims 1
• 125000001207 fluorophenyl group Chemical group 0.000 claims 1
• 125000006178 methyl benzyl group Chemical group 0.000 claims 1
• 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims 1
• LVVXMCMOPYUNQY-UHFFFAOYSA-N n,n-diethyl-4-[4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazine-1-carboxamide Chemical compound C1CN(C(=O)N(CC)CC)CCN1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 LVVXMCMOPYUNQY-UHFFFAOYSA-N 0.000 claims 1
• DOAZAENSDGVSFD-UHFFFAOYSA-N n-(1,3-benzodioxol-5-yl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=C4OCOC4=CC=3)=NC=C2C=C1 DOAZAENSDGVSFD-UHFFFAOYSA-N 0.000 claims 1
• JSJBBCXMGVSXNX-UHFFFAOYSA-N n-(2-hydroxyethyl)-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(=CC=3)C(=O)NCCO)=NC=C2C=C1 JSJBBCXMGVSXNX-UHFFFAOYSA-N 0.000 claims 1
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• FNPBOUPEEKWXFE-UHFFFAOYSA-N n-(3,4-diethoxyphenyl)-7-[4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(OCC)C(OCC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CN4CCOCC4)=CC=3)C2=N1 FNPBOUPEEKWXFE-UHFFFAOYSA-N 0.000 claims 1
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• ZVCQEFJJGQFYRH-UHFFFAOYSA-N n-(3,4-dimethylphenyl)-7-[4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CN4CCOCC4)=CC=3)C2=N1 ZVCQEFJJGQFYRH-UHFFFAOYSA-N 0.000 claims 1
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• HZUSKOXZHXMIPZ-UHFFFAOYSA-N n-(3-chloro-4-methylphenyl)-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(Cl)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 HZUSKOXZHXMIPZ-UHFFFAOYSA-N 0.000 claims 1
• BTSZBIBTHKCOPM-UHFFFAOYSA-N n-(3-chloro-4-methylphenyl)-7-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(Cl)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=CC=3)C2=N1 BTSZBIBTHKCOPM-UHFFFAOYSA-N 0.000 claims 1
• QYOJQYFWBXMQQQ-UHFFFAOYSA-N n-(3-chloro-4-methylphenyl)-7-[4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(Cl)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CN4CCOCC4)=CC=3)C2=N1 QYOJQYFWBXMQQQ-UHFFFAOYSA-N 0.000 claims 1
• ACHGUNLHUQWWEN-UHFFFAOYSA-N n-(3-chloro-4-methylphenyl)-7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3-fluorophenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(Cl)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCS(=O)(=O)CC4)=CC=3)C2=N1 ACHGUNLHUQWWEN-UHFFFAOYSA-N 0.000 claims 1
• WBDPZYYFUVYXCJ-UHFFFAOYSA-N n-(3-chloro-4-methylphenyl)-7-[4-[(4-ethylpiperazin-1-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(Cl)C(C)=CC=4)=NC=C3C=C2)C=C1F WBDPZYYFUVYXCJ-UHFFFAOYSA-N 0.000 claims 1
• ZOPQXHFAJYJGOO-UHFFFAOYSA-N n-(4-fluoro-3-methoxyphenyl)-7-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]-6-methylpyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(F)C(OC)=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=CC=4)C(C)=CC3=CN=2)=C1 ZOPQXHFAJYJGOO-UHFFFAOYSA-N 0.000 claims 1
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• ISBZHMFHBXRKHS-UHFFFAOYSA-N n-(4-fluoro-3-methylphenyl)-7-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=CC=4)C=CC3=CN=2)=C1 ISBZHMFHBXRKHS-UHFFFAOYSA-N 0.000 claims 1
• UXEMAHHJVVQVLH-UHFFFAOYSA-N n-(4-fluoro-3-methylphenyl)-7-[4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=CC(CN5CCOCC5)=CC=4)C=CC3=CN=2)=C1 UXEMAHHJVVQVLH-UHFFFAOYSA-N 0.000 claims 1
• VWGFSTWLZLPRNH-UHFFFAOYSA-N n-(4-fluorophenyl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(F)=CC=3)=NC=C2C=C1 VWGFSTWLZLPRNH-UHFFFAOYSA-N 0.000 claims 1
• YWOWHRRREZDNOA-UHFFFAOYSA-N n-(4-methoxyphenyl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 YWOWHRRREZDNOA-UHFFFAOYSA-N 0.000 claims 1
• NPEMROGMFPULOA-UHFFFAOYSA-N n-(4-methylphenyl)-7-[4-(methylsulfinylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CS(C)=O)=CC=3)C2=N1 NPEMROGMFPULOA-UHFFFAOYSA-N 0.000 claims 1
• ZPYJPBCODMAWBY-UHFFFAOYSA-N n-(4-methylphenyl)-7-[4-(methylsulfonylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CS(C)(=O)=O)=CC=3)C2=N1 ZPYJPBCODMAWBY-UHFFFAOYSA-N 0.000 claims 1
• KHGWOFSFLFBODL-UHFFFAOYSA-N n-(4-methylphenyl)-7-[4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CN4CCOCC4)=CC=3)C2=N1 KHGWOFSFLFBODL-UHFFFAOYSA-N 0.000 claims 1
• LFLHDXIGLFWQHC-UHFFFAOYSA-N n-(5-chloro-6-piperazin-1-ylpyridin-3-yl)-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(Cl)C(N5CCNCC5)=NC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 LFLHDXIGLFWQHC-UHFFFAOYSA-N 0.000 claims 1
• OBFWNUQVBBOEQW-UHFFFAOYSA-N n-(6-methylpyridin-3-yl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=NC(C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 OBFWNUQVBBOEQW-UHFFFAOYSA-N 0.000 claims 1
• BIJCXLLNGBISCO-UHFFFAOYSA-N n-[(1-ethylpyrrolidin-2-yl)methyl]-2-fluoro-5-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide Chemical compound CCN1CCCC1CNC(=O)C1=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=CC=C1F BIJCXLLNGBISCO-UHFFFAOYSA-N 0.000 claims 1
• XWYDCNFOMKZOMZ-UHFFFAOYSA-N n-[2-(4,7-diazaspiro[2.5]octan-7-yl)pyridin-4-yl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=C(N=CC=3)N3CC4(CC4)NCC3)=NC=C2C=C1 XWYDCNFOMKZOMZ-UHFFFAOYSA-N 0.000 claims 1
• RLYDFZGSQCDLJH-UHFFFAOYSA-N n-[2-(4,7-diazaspiro[2.5]octan-7-yl)pyridin-4-yl]-7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(N=CC=4)N4CC5(CC5)NCC4)=NC=C3C=C2)=CC(F)=C1CN1CCS(=O)(=O)CC1 RLYDFZGSQCDLJH-UHFFFAOYSA-N 0.000 claims 1
• LYYHAKJPPRRGOZ-UHFFFAOYSA-N n-[2-(4-cyclopropylpiperazin-1-yl)pyridin-4-yl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(N=CC=4)N4CCN(CC4)C4CC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 LYYHAKJPPRRGOZ-UHFFFAOYSA-N 0.000 claims 1
• PBZFSPCXUFTFNW-UHFFFAOYSA-N n-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1C(N=C1)=NC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 PBZFSPCXUFTFNW-UHFFFAOYSA-N 0.000 claims 1
• MXUCDRQSXZCHQD-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-3-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(CCN(C)C)C(=O)C(C=1)=CC=CC=1NC(N=C12)=NC=C1C=CN2C1=CC=C(S(C)(=O)=O)C=C1 MXUCDRQSXZCHQD-UHFFFAOYSA-N 0.000 claims 1
• JKKXMEJRMUKIPX-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-3-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide Chemical compound CN(C)CCNC(=O)C1=CC=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 JKKXMEJRMUKIPX-UHFFFAOYSA-N 0.000 claims 1
• NAJBSABAXHIEJR-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide Chemical compound C1=CC(C(=O)NCCN(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 NAJBSABAXHIEJR-UHFFFAOYSA-N 0.000 claims 1
• MMMAQSLHNPUPFK-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-n-methyl-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide Chemical compound C1=CC(C(=O)N(C)CCN(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 MMMAQSLHNPUPFK-UHFFFAOYSA-N 0.000 claims 1
• YIFIXQIIBFRIFS-UHFFFAOYSA-N n-[2-[(4-cyclopropylpiperazin-1-yl)methyl]pyridin-4-yl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=C(CN5CCN(CC5)C5CC5)N=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 YIFIXQIIBFRIFS-UHFFFAOYSA-N 0.000 claims 1
• WQUUXGQVBOVOJQ-UHFFFAOYSA-N n-[3,5-dimethyl-4-(2-morpholin-4-ylethoxy)phenyl]-7-[4-[(1,1-dioxo-1,4-thiazinan-4-yl)methyl]-3,5-difluorophenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C=1C(C)=C(OCCN2CCOCC2)C(C)=CC=1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCS(=O)(=O)CC1 WQUUXGQVBOVOJQ-UHFFFAOYSA-N 0.000 claims 1
• KGIJVUOZLVKWEJ-UHFFFAOYSA-N n-[3-(4,7-diazaspiro[2.5]octan-7-ylmethyl)-4-methylphenyl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CC3(CC3)NCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 KGIJVUOZLVKWEJ-UHFFFAOYSA-N 0.000 claims 1
• GXQMHHWVTILWFM-UHFFFAOYSA-N n-[3-(4-methylpiperazin-1-yl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1C1=CC=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 GXQMHHWVTILWFM-UHFFFAOYSA-N 0.000 claims 1
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