JP5323095B2 - ピロロ［２，３−ｄ］ピリミジンおよびそのチロシンキナーゼ阻害剤としての使用 - Google Patents

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Publication number

JP5323095B2

JP5323095B2 JP2010545458A JP2010545458A JP5323095B2 JP 5323095 B2 JP5323095 B2 JP 5323095B2 JP 2010545458 A JP2010545458 A JP 2010545458A JP 2010545458 A JP2010545458 A JP 2010545458A JP 5323095 B2 JP5323095 B2 JP 5323095B2

Authority

JP

Japan

Prior art keywords

phenyl

pyrrolo

pyrimidin

ylmethyl

morpholin

Prior art date

2008-02-06

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Fee Related

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• JJTNLWSCFYERCK-UHFFFAOYSA-N 7h-pyrrolo[2,3-d]pyrimidine Chemical compound N1=CN=C2NC=CC2=C1 JJTNLWSCFYERCK-UHFFFAOYSA-N 0.000 title description 9
• 229940121358 tyrosine kinase inhibitor Drugs 0.000 title description 5
• 239000005483 tyrosine kinase inhibitor Substances 0.000 title description 4
• 150000004917 tyrosine kinase inhibitor derivatives Chemical class 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 868
• 150000003839 salts Chemical class 0.000 claims abstract description 63
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 41
• 201000010099 disease Diseases 0.000 claims abstract description 35
• 239000003814 drug Substances 0.000 claims abstract description 30
• 230000001404 mediated effect Effects 0.000 claims abstract description 17
• -1 4-Methanesulfonyl-phenyl Chemical group 0.000 claims description 318
• 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims description 93
• 238000011282 treatment Methods 0.000 claims description 30
• 102100033444 Tyrosine-protein kinase JAK2 Human genes 0.000 claims description 28
• 101000997832 Homo sapiens Tyrosine-protein kinase JAK2 Proteins 0.000 claims description 26
• 239000008194 pharmaceutical composition Substances 0.000 claims description 18
• 206010028980 Neoplasm Diseases 0.000 claims description 17
• 229940079593 drug Drugs 0.000 claims description 16
• 239000004480 active ingredient Substances 0.000 claims description 13
• 230000009467 reduction Effects 0.000 claims description 11
• 239000003085 diluting agent Substances 0.000 claims description 10
• YEOYOYFJRCROLY-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-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=CC(=CC=3)S(C)(=O)=O)C2=N1 YEOYOYFJRCROLY-UHFFFAOYSA-N 0.000 claims description 9
• UNQLFAWJQTWSDS-UHFFFAOYSA-N n-(3,4-diethoxyphenyl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(OCC)C(OCC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 UNQLFAWJQTWSDS-UHFFFAOYSA-N 0.000 claims description 8
• 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 7
• VCVBRHXFSWNQOM-UHFFFAOYSA-N [4-[[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)C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 VCVBRHXFSWNQOM-UHFFFAOYSA-N 0.000 claims description 7
• 239000003937 drug carrier Substances 0.000 claims description 7
• 230000002062 proliferating effect Effects 0.000 claims description 7
• 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 description 6
• 150000001412 amines Chemical class 0.000 claims description 5
• 208000032839 leukemia Diseases 0.000 claims description 5
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 4
• 201000004624 Dermatitis Diseases 0.000 claims description 4
• 208000032027 Essential Thrombocythemia Diseases 0.000 claims description 4
• 208000017733 acquired polycythemia vera Diseases 0.000 claims description 4
• 208000037244 polycythemia vera Diseases 0.000 claims description 4
• IFNWESYYDINUHV-OLQVQODUSA-N (2s,6r)-2,6-dimethylpiperazine Chemical compound C[C@H]1CNC[C@@H](C)N1 IFNWESYYDINUHV-OLQVQODUSA-N 0.000 claims description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• GSJPRMPLXSEABZ-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[(4-methylpiperazin-1-yl)methyl]pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CC(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 GSJPRMPLXSEABZ-UHFFFAOYSA-N 0.000 claims description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• BWEHADIIUWPENR-UHFFFAOYSA-N [4-[[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=CC(=CC=3)C(=O)N3CCOCC3)=NC=C2C=C1 BWEHADIIUWPENR-UHFFFAOYSA-N 0.000 claims description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• 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 description 3
• FXLKNVOOCCFEPH-UHFFFAOYSA-N n-(4-propan-2-yloxyphenyl)-7-[4-(pyrrolidin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CN4CCCC4)=CC=3)C2=N1 FXLKNVOOCCFEPH-UHFFFAOYSA-N 0.000 claims description 3
• FXFTVYGDADXXGX-UHFFFAOYSA-N n-(6-methoxypyridin-3-yl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 FXFTVYGDADXXGX-UHFFFAOYSA-N 0.000 claims description 3
• 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 description 3
• ACDIVKBIAVUUSV-UHFFFAOYSA-N n-[3-[(4-cyclopropylpiperazin-1-yl)methyl]-4-methylphenyl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CCN(CC2)C2CC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 ACDIVKBIAVUUSV-UHFFFAOYSA-N 0.000 claims description 3
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• 208000003476 primary myelofibrosis Diseases 0.000 claims description 3
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• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• ZARCEQHYYZPLLE-UHFFFAOYSA-N 2-methyl-1-morpholin-4-yl-2-[4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]propan-1-one Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(C)(C)C(=O)N3CCOCC3)C2=N1 ZARCEQHYYZPLLE-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• NTIYQKDOFFEMEV-UHFFFAOYSA-N 4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]benzonitrile Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C#N)C2=N1 NTIYQKDOFFEMEV-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• LUCQUCIFVPYOGG-UHFFFAOYSA-N 4-[[2,6-difluoro-4-[2-(4-fluoro-3-methylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]-1-ethylpiperazin-2-one Chemical compound C1C(=O)N(CC)CCN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(C)C(F)=CC=4)=NC=C3C=C2)C=C1F LUCQUCIFVPYOGG-UHFFFAOYSA-N 0.000 claims description 2
• GXYHWBHVLYGQEJ-UHFFFAOYSA-N 4-[[2,6-difluoro-4-[2-[4-(4-methylpiperazin-1-yl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]piperazin-2-one Chemical compound C1CN(C)CCN1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CC(=O)NCC4)=C(F)C=3)C2=N1 GXYHWBHVLYGQEJ-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• FLMKBEFFCWYHMC-UHFFFAOYSA-N 4-[[4-[2-(3,4-dimethylanilino)pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]methyl]piperazin-2-one Chemical compound C1=C(C)C(C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CC(=O)NCC4)=C(F)C=3)C2=N1 FLMKBEFFCWYHMC-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• FHAXOUPREBJBFN-UHFFFAOYSA-N 4-[[5-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]-2-methylphenyl]methyl]piperazine-1-carbaldehyde Chemical compound C1=C(CN2CCN(CC2)C=O)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 FHAXOUPREBJBFN-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• UTYNTJKJFKNOEL-UHFFFAOYSA-N 7-(4-methylsulfonylphenyl)-n-(3,4,5-trimethoxyphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=C(OC)C(OC)=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 UTYNTJKJFKNOEL-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
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• 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 description 2
• YLLHGMCGGBSWBU-BGYRXZFFSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-[[(3r,5s)-3,5-dimethylpiperazin-1-yl]methyl]-2-fluorophenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1CC(C=C1F)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 YLLHGMCGGBSWBU-BGYRXZFFSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• UUBYJYRTXRTGCO-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-methyl-3-(1,2,4-triazol-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2C=NN=C2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 UUBYJYRTXRTGCO-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• IHXOSONUNQVOOU-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[4-methyl-3-[[3-(trifluoromethyl)piperazin-1-yl]methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CC(NCC2)C(F)(F)F)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 IHXOSONUNQVOOU-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• CBNWGMNGKBLWBI-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-(2-methoxyethoxy)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=NC(OCCOC)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 CBNWGMNGKBLWBI-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• RQLDFFLJGVYVEW-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-n-[6-[4-[2-(dimethylamino)ethyl]piperazin-1-yl]pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CCN(C)C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 RQLDFFLJGVYVEW-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• ZZOODPSQDKPXGG-UHFFFAOYSA-N 7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]-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)=C1CN1CCOCC1 ZZOODPSQDKPXGG-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• RVVKKQOMZQQMGJ-UHFFFAOYSA-N 7-[3,5-difluoro-4-[(3-methoxyazetidin-1-yl)methyl]phenyl]-n-[4-methyl-3-(piperazin-1-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1C(OC)CN1CC1=C(F)C=C(N2C3=NC(NC=4C=C(CN5CCNCC5)C(C)=CC=4)=NC=C3C=C2)C=C1F RVVKKQOMZQQMGJ-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• SKCOWYCDNROKGI-UHFFFAOYSA-N 7-[3-methyl-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(C)C(CN4CCOCC4)=CC=3)C2=N1 SKCOWYCDNROKGI-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• DTAOJUJNSRMHBV-UHFFFAOYSA-N 7-[4-(1-morpholin-4-ylethyl)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=CC(=CC=3)C(C)N3CCOCC3)C2=N1 DTAOJUJNSRMHBV-UHFFFAOYSA-N 0.000 claims description 2
• MEDMMSMGDWWFIP-UHFFFAOYSA-N 7-[4-(2-morpholin-4-ylethyl)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=CC(CCN4CCOCC4)=CC=3)C2=N1 MEDMMSMGDWWFIP-UHFFFAOYSA-N 0.000 claims description 2
• GJHDPKORWWQYCZ-UHFFFAOYSA-N 7-[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=CC(CN4CCOCC4)=CC=3)C2=N1 GJHDPKORWWQYCZ-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 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 description 2
• 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 class 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
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• 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 description 2
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• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• CNYAORXUZPKJCW-UHFFFAOYSA-N [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=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 CNYAORXUZPKJCW-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• FIQYJHUMAHFSHP-UHFFFAOYSA-N [4-[2-[4-(methoxymethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(COC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 FIQYJHUMAHFSHP-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• JGKJMFMVGBWUHM-UXHICEINSA-N [4-[2-[4-[[(2s,5r)-2,5-dimethylpiperazin-1-yl]methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound C[C@H]1CN[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 JGKJMFMVGBWUHM-UXHICEINSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• VCNAFDWRYNHCCL-UHFFFAOYSA-N [4-[2-[[6-(4,7-diazaspiro[2.5]octan-7-yl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2,6-difluorophenyl]-morpholin-4-ylmethanone Chemical compound FC1=CC(N2C3=NC(NC=4C=NC(=CC=4)N4CC5(CC5)NCC4)=NC=C3C=C2)=CC(F)=C1C(=O)N1CCOCC1 VCNAFDWRYNHCCL-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• FUNLWWPEAAWMGH-KDURUIRLSA-N [4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-fluorophenyl]-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)=CC=3)C2=N1 FUNLWWPEAAWMGH-KDURUIRLSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• CEDCLFVNUJBIAM-UHFFFAOYSA-N [4-[[7-[3-chloro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-morpholin-4-ylmethanone Chemical compound ClC1=CC(N2C3=NC(NC=4C=CC(=CC=4)C(=O)N4CCOCC4)=NC=C3C=C2)=CC=C1CN1CCOCC1 CEDCLFVNUJBIAM-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
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• GGDMRDFPARYZRK-UHFFFAOYSA-N morpholin-4-yl-[4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanone Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 GGDMRDFPARYZRK-UHFFFAOYSA-N 0.000 claims description 2
• XEHHSUMCBBKMDR-UHFFFAOYSA-N morpholin-4-yl-[4-[2-[(6-propan-2-yloxypyridin-3-yl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanone Chemical compound C1=NC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 XEHHSUMCBBKMDR-UHFFFAOYSA-N 0.000 claims description 2
• OYOSAVYVCYCKJB-UHFFFAOYSA-N morpholin-4-yl-[4-[2-[[6-(trifluoromethyl)pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanone Chemical compound C1=NC(C(F)(F)F)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)N3CCOCC3)C2=N1 OYOSAVYVCYCKJB-UHFFFAOYSA-N 0.000 claims description 2
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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 description 2
• OVQAISUHHXMOFJ-UHFFFAOYSA-N n-(3,5-dimethoxyphenyl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=CC(OC)=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 OVQAISUHHXMOFJ-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• QKGJGFHGFFTAIL-UHFFFAOYSA-N n-(4,5-dimethoxy-2-methylphenyl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(OC)C(OC)=CC(C)=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 QKGJGFHGFFTAIL-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• ULHJKZKMLOOZSX-UHFFFAOYSA-N n-(4-fluoro-3-methylphenyl)-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(F)C(C)=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 ULHJKZKMLOOZSX-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• PNANRTZXALECJC-UHFFFAOYSA-N n-[(1-ethylpyrrolidin-2-yl)methyl]-4-[2-(4-fluoroanilino)pyrrolo[2,3-d]pyrimidin-7-yl]benzamide Chemical compound CCN1CCCC1CNC(=O)C1=CC=C(N2C3=NC(NC=4C=CC(F)=CC=4)=NC=C3C=C2)C=C1 PNANRTZXALECJC-UHFFFAOYSA-N 0.000 claims description 2
• PSPBSXHLTRURJN-UHFFFAOYSA-N n-[(1-ethylpyrrolidin-2-yl)methyl]-4-[[7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide Chemical compound CCN1CCCC1CNC(=O)C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 PSPBSXHLTRURJN-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• OVJPBMFOTFWECC-UHFFFAOYSA-N n-[3-(7-azabicyclo[2.2.1]heptan-7-ylmethyl)-4-methylphenyl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2C3CCC2CC3)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 OVJPBMFOTFWECC-UHFFFAOYSA-N 0.000 claims description 2
• RMHAQRYQHCXEFU-UHFFFAOYSA-N n-[3-(azetidin-3-yloxymethyl)-4-methylphenyl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(COC2CNC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C(C=C1F)=CC(F)=C1CN1CCOCC1 RMHAQRYQHCXEFU-UHFFFAOYSA-N 0.000 claims description 2
• HQEAPQJFRRFMSH-UHFFFAOYSA-N n-[3-(imidazol-1-ylmethyl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=C(CN4C=NC=C4)C=CC=3)=NC=C2C=C1 HQEAPQJFRRFMSH-UHFFFAOYSA-N 0.000 claims description 2
• LUIYXCAYRKWWIC-UHFFFAOYSA-N n-[3-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CCOC1=CC=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 LUIYXCAYRKWWIC-UHFFFAOYSA-N 0.000 claims description 2
• QSTRMTAHJHDDCX-UHFFFAOYSA-N n-[3-[2-(diethylamino)ethoxy]phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound CCN(CC)CCOC1=CC=CC(NC=2N=C3N(C=4C=CC(=CC=4)S(C)(=O)=O)C=CC3=CN=2)=C1 QSTRMTAHJHDDCX-UHFFFAOYSA-N 0.000 claims description 2
• KZCHIOPNEUKSNE-UHFFFAOYSA-N n-[3-[2-(dimethylamino)ethoxy]-4-methoxyphenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(OCCN(C)C)C(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 KZCHIOPNEUKSNE-UHFFFAOYSA-N 0.000 claims description 2
• TYMNKUYTGMPJEM-UHFFFAOYSA-N n-[3-[3-(dimethylamino)propoxy]-4-methoxyphenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(OCCCN(C)C)C(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 TYMNKUYTGMPJEM-UHFFFAOYSA-N 0.000 claims description 2
• FUFPZLNTZSAPRA-UHFFFAOYSA-N n-[4-(1-methylpiperidin-4-yl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCC1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 FUFPZLNTZSAPRA-UHFFFAOYSA-N 0.000 claims description 2
• FXHDITNEAFNTTL-UHFFFAOYSA-N n-[4-(4-ethylpiperazin-1-yl)-3-methylphenyl]-7-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(CC)CCN1C(C(=C1)C)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=CC=3)C2=N1 FXHDITNEAFNTTL-UHFFFAOYSA-N 0.000 claims description 2
• VIISTRLGJBDKQI-UHFFFAOYSA-N n-[4-(4-methylpiperazin-1-yl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1C(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 VIISTRLGJBDKQI-UHFFFAOYSA-N 0.000 claims description 2
• KQVUYWKXIFLZIW-UHFFFAOYSA-N n-[4-(imidazol-1-ylmethyl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=CC(CN4C=NC=C4)=CC=3)=NC=C2C=C1 KQVUYWKXIFLZIW-UHFFFAOYSA-N 0.000 claims description 2
• KFXXDWPDGRXACR-UHFFFAOYSA-N n-[4-(methoxymethyl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(COC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 KFXXDWPDGRXACR-UHFFFAOYSA-N 0.000 claims description 2
• KVAZZESOYJZUOY-UHFFFAOYSA-N n-[4-[(4-cyclopropylpiperazin-1-yl)methyl]phenyl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound FC1=CC(N2C3=NC(NC=4C=CC(CN5CCN(CC5)C5CC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 KVAZZESOYJZUOY-UHFFFAOYSA-N 0.000 claims description 2
• IQUOUCYYNJTKNQ-UHFFFAOYSA-N n-[4-[(4-methylpiperazin-1-yl)methyl]phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CN(C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 IQUOUCYYNJTKNQ-UHFFFAOYSA-N 0.000 claims description 2
• LIHXTXJPSSSWML-UHFFFAOYSA-N n-[4-[2-(diethylamino)ethoxy]phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(OCCN(CC)CC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(C)(=O)=O)C2=N1 LIHXTXJPSSSWML-UHFFFAOYSA-N 0.000 claims description 2
• XUYPKMOWFOVALK-CALCHBBNSA-N n-[4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methanesulfonamide Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(N=C1)=CC=C1NC1=NC=C(C=CN2C=3C=CC(NS(C)(=O)=O)=CC=3)C2=N1 XUYPKMOWFOVALK-CALCHBBNSA-N 0.000 claims description 2
• FOPCGFPSDLJTRG-KDURUIRLSA-N n-[4-[2-[[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]propane-2-sulfonamide Chemical compound C1=CC(NS(=O)(=O)C(C)C)=CC=C1N1C2=NC(NC=3C=NC(=CC=3)N3C[C@@H](C)N[C@@H](C)C3)=NC=C2C=C1 FOPCGFPSDLJTRG-KDURUIRLSA-N 0.000 claims description 2
• GVNIOWZPPSQPNV-UHFFFAOYSA-N n-[4-chloro-3-(piperazin-1-ylmethyl)phenyl]-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(CN5CCNCC5)C(Cl)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 GVNIOWZPPSQPNV-UHFFFAOYSA-N 0.000 claims description 2
• WYYYWHCSUDLIRQ-UHFFFAOYSA-N n-[4-chloro-3-[(4-methylpiperazin-1-yl)methyl]phenyl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)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=C1Cl WYYYWHCSUDLIRQ-UHFFFAOYSA-N 0.000 claims description 2
• HAYVMELMISTIHE-UHFFFAOYSA-N n-[4-methyl-3-(morpholin-4-ylmethyl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CCOCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C1=CC=C(S(C)(=O)=O)C=C1 HAYVMELMISTIHE-UHFFFAOYSA-N 0.000 claims description 2
• QVVCIBSGTTYRKZ-UHFFFAOYSA-N n-[4-methyl-3-(piperazin-1-ylmethyl)phenyl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=C(CN2CCNCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C1=CC=C(S(C)(=O)=O)C=C1 QVVCIBSGTTYRKZ-UHFFFAOYSA-N 0.000 claims description 2
• UOEWJHILHLDOSN-HDICACEKSA-N n-[5-chloro-6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]-7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1[C@@H](C)N[C@@H](C)CN1C(C(=C1)Cl)=NC=C1NC1=NC=C(C=CN2C=3C=C(F)C(CN4CCOCC4)=C(F)C=3)C2=N1 UOEWJHILHLDOSN-HDICACEKSA-N 0.000 claims description 2
• KUWGGZGLEAIIEK-UHFFFAOYSA-N n-[6-(4,7-diazaspiro[2.5]octan-7-yl)pyridin-3-yl]-7-(4-methylsulfonylphenyl)pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C2=NC(NC=3C=NC(=CC=3)N3CC4(CC4)NCC3)=NC=C2C=C1 KUWGGZGLEAIIEK-UHFFFAOYSA-N 0.000 claims description 2
• FLRCCDFMCBIAOA-UHFFFAOYSA-N n-[6-(4,7-diazaspiro[2.5]octan-7-yl)pyridin-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=NC(=CC=4)N4CC5(CC5)NCC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 FLRCCDFMCBIAOA-UHFFFAOYSA-N 0.000 claims description 2
• LIGAGTIKQYQLBP-UHFFFAOYSA-N n-[6-(4-cyclopropylpiperazin-1-yl)pyridin-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=NC(=CC=4)N4CCN(CC4)C4CC4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 LIGAGTIKQYQLBP-UHFFFAOYSA-N 0.000 claims description 2
• OHSTZJHPPBKUBD-UHFFFAOYSA-N n-[6-(azetidin-3-yloxy)pyridin-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=NC(OC5CNC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 OHSTZJHPPBKUBD-UHFFFAOYSA-N 0.000 claims description 2
• RSTHRRNLQRSIBD-DLBZAZTESA-N n-[6-[(2r,5s)-2,5-dimethylpiperazin-1-yl]pyridin-3-yl]-7-(4-methylsulfonylphenyl)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=CC(=CC=3)S(C)(=O)=O)C2=N1 RSTHRRNLQRSIBD-DLBZAZTESA-N 0.000 claims description 2
• DFVRKGZOFXZNJM-CALCHBBNSA-N n-[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]-7-(4-methylsulfonylphenyl)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=CC(=CC=3)S(C)(=O)=O)C2=N1 DFVRKGZOFXZNJM-CALCHBBNSA-N 0.000 claims description 2
• JRAKMZLXTHXCKU-BGYRXZFFSA-N n-[6-[(3r,5s)-3,5-dimethylpiperazin-1-yl]pyridin-3-yl]-7-[4-(2,5-dioxa-8-azaspiro[3.5]nonan-8-ylmethyl)-3,5-difluorophenyl]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(CN4CC5(COC5)OCC4)=C(F)C=3)C2=N1 JRAKMZLXTHXCKU-BGYRXZFFSA-N 0.000 claims description 2
• VCBHIEVPOJEYQB-UHFFFAOYSA-N n-tert-butyl-4-[2-(3,4,5-trimethoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]benzamide Chemical compound COC1=C(OC)C(OC)=CC(NC=2N=C3N(C=4C=CC(=CC=4)C(=O)NC(C)(C)C)C=CC3=CN=2)=C1 VCBHIEVPOJEYQB-UHFFFAOYSA-N 0.000 claims description 2
• MJYRJOMSTADWJB-UHFFFAOYSA-N n-tert-butyl-4-[2-(3,4-dimethoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)C(=O)NC(C)(C)C)C2=N1 MJYRJOMSTADWJB-UHFFFAOYSA-N 0.000 claims description 2
• LTKGHFYBHLPISM-UHFFFAOYSA-N n-tert-butyl-4-[2-(3,4-dimethoxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C1=C(OC)C(OC)=CC=C1NC1=NC=C(C=CN2C=3C=CC(=CC=3)S(=O)(=O)NC(C)(C)C)C2=N1 LTKGHFYBHLPISM-UHFFFAOYSA-N 0.000 claims description 2
• ROHZVQIJTRJIEG-UHFFFAOYSA-N n-tert-butyl-4-[2-[4-(2-pyrrolidin-1-ylethoxy)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)NC(C)(C)C)=CC=C1N1C2=NC(NC=3C=CC(OCCN4CCCC4)=CC=3)=NC=C2C=C1 ROHZVQIJTRJIEG-UHFFFAOYSA-N 0.000 claims description 2
• QACXZZATBXSXEX-UHFFFAOYSA-N n-tert-butyl-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(=O)(=O)NC(C)(C)C)C2=N1 QACXZZATBXSXEX-UHFFFAOYSA-N 0.000 claims description 2
• JHWPWEBTQIWELF-UHFFFAOYSA-N n-tert-butyl-4-[2-[4-[(4-cyclopropylpiperazin-1-yl)methyl]anilino]pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)NC(C)(C)C)=CC=C1N1C2=NC(NC=3C=CC(CN4CCN(CC4)C4CC4)=CC=3)=NC=C2C=C1 JHWPWEBTQIWELF-UHFFFAOYSA-N 0.000 claims description 2
• XCKQNTAKHMEBON-UHFFFAOYSA-N n-tert-butyl-4-[2-[4-methyl-3-(piperazin-1-ylmethyl)anilino]pyrrolo[2,3-d]pyrimidin-7-yl]benzenesulfonamide Chemical compound C1=C(CN2CCNCC2)C(C)=CC=C1NC(N=C12)=NC=C1C=CN2C1=CC=C(S(=O)(=O)NC(C)(C)C)C=C1 XCKQNTAKHMEBON-UHFFFAOYSA-N 0.000 claims description 2
• QAOWZGLSAIFWAT-RBUKOAKNSA-N n-tert-butyl-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(=O)(=O)NC(C)(C)C)C2=N1 QAOWZGLSAIFWAT-RBUKOAKNSA-N 0.000 claims description 2
• QVBPGPYTCMBKHA-KDURUIRLSA-N n-tert-butyl-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(=O)(=O)NC(C)(C)C)C2=N1 QVBPGPYTCMBKHA-KDURUIRLSA-N 0.000 claims description 2
• UXAAFYYQMVOQGB-UHFFFAOYSA-N tert-butyl 4-[4-[[7-[3,5-difluoro-4-(morpholin-4-ylmethyl)phenyl]pyrrolo[2,3-d]pyrimidin-2-yl]amino]pyrazol-1-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCC1N1N=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=C1 UXAAFYYQMVOQGB-UHFFFAOYSA-N 0.000 claims description 2
• 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 5
• APPOWPZWICPKLL-UHFFFAOYSA-N 1-(4-methylpiperazin-1-yl)-2-[4-[2-(4-propan-2-yloxyanilino)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]ethanone Chemical compound C1=CC(OC(C)C)=CC=C1NC1=NC=C(C=CN2C=3C=CC(CC(=O)N4CCN(C)CC4)=CC=3)C2=N1 APPOWPZWICPKLL-UHFFFAOYSA-N 0.000 claims 1
• 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 1
• YZAHYUPNFZUGHH-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]piperazin-2-one Chemical compound FC1=CC(N2C3=NC(NC=4C=C(CN5C(CNCC5)=O)N=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 YZAHYUPNFZUGHH-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
• 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
• 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
• 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
• ZLTAGJAGPIRSMQ-UHFFFAOYSA-N 4-[[4-[[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)CCN1CC1=CC(NC=2N=C3N(C=4C=C(F)C(CN5CCOCC5)=C(F)C=4)C=CC3=CN=2)=CC=N1 ZLTAGJAGPIRSMQ-UHFFFAOYSA-N 0.000 claims 1
• JMIKTMGRUMIBQY-UHFFFAOYSA-N 7-(3-fluoro-4-methylsulfonylphenyl)-n-[4-[(4-methylpiperazin-1-yl)methyl]phenyl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical class C1CN(C)CCN1CC(C=C1)=CC=C1NC1=NC=C(C=CN2C=3C=C(F)C(=CC=3)S(C)(=O)=O)C2=N1 JMIKTMGRUMIBQY-UHFFFAOYSA-N 0.000 claims 1
• MKZFCJSPLRTIKK-UHFFFAOYSA-N 7-(4-ethylphenyl)-n-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]pyrrolo[2,3-d]pyrimidin-2-amine Chemical class C1=CC(CC)=CC=C1N1C2=NC(NC=3C=NC(=CC=3)N3CCN(C)CC3)=NC=C2C=C1 MKZFCJSPLRTIKK-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 class 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
• 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
• 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
• 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 class 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 class 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 class FC1=CC(N2C3=NC(NC=4C=CC(CC5CCNCC5)=CC=4)=NC=C3C=C2)=CC(F)=C1CN1CCOCC1 LKPLZNBGPJVUKG-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
• 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
• 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
• SJDMALMPERHIBS-UHFFFAOYSA-N CN(CCNC1CC(C=C2)=CC=C2NC2=NC(N(C=C3)C(C=C4)=CC(F)=C4C(N4CCOCC4)=O)=C3C=N2)C1=O Chemical compound CN(CCNC1CC(C=C2)=CC=C2NC2=NC(N(C=C3)C(C=C4)=CC(F)=C4C(N4CCOCC4)=O)=C3C=N2)C1=O SJDMALMPERHIBS-UHFFFAOYSA-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
• 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
• 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
• 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
• 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
• OPQBVLLPSXVZFX-UHFFFAOYSA-N [2-fluoro-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)=CC=3)C2=N1 OPQBVLLPSXVZFX-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
• 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
• 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
• 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
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