JP2017530999A5 - - Google Patents
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- Publication number
- JP2017530999A5 JP2017530999A5 JP2017519685A JP2017519685A JP2017530999A5 JP 2017530999 A5 JP2017530999 A5 JP 2017530999A5 JP 2017519685 A JP2017519685 A JP 2017519685A JP 2017519685 A JP2017519685 A JP 2017519685A JP 2017530999 A5 JP2017530999 A5 JP 2017530999A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- ylamino
- acrylamide
- pyrazol
- methoxy
- Prior art date
- 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.)
- Granted
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- -1 N— methylpyrrolidinyl Chemical group 0.000 claims 46
- 125000000217 alkyl group Chemical group 0.000 claims 35
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 30
- 125000005842 heteroatom Chemical group 0.000 claims 28
- 229910052739 hydrogen Inorganic materials 0.000 claims 23
- 239000001257 hydrogen Substances 0.000 claims 23
- 125000002950 monocyclic group Chemical group 0.000 claims 22
- 229910052757 nitrogen Inorganic materials 0.000 claims 22
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 21
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 18
- 229910052760 oxygen Inorganic materials 0.000 claims 17
- 229910052717 sulfur Inorganic materials 0.000 claims 17
- 150000002431 hydrogen Chemical class 0.000 claims 16
- 229920006395 saturated elastomer Polymers 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000001072 heteroaryl group Chemical group 0.000 claims 14
- 125000004432 carbon atom Chemical group C* 0.000 claims 13
- 229910052736 halogen Inorganic materials 0.000 claims 12
- 125000000623 heterocyclic group Chemical group 0.000 claims 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- 229910052801 chlorine Inorganic materials 0.000 claims 6
- 229910052731 fluorine Inorganic materials 0.000 claims 6
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims 4
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 4
- 101100516572 Caenorhabditis elegans nhr-8 gene Proteins 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 229910052794 bromium Inorganic materials 0.000 claims 4
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 4
- 102000052116 epidermal growth factor receptor activity proteins Human genes 0.000 claims 4
- 108700015053 epidermal growth factor receptor activity proteins Proteins 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- YOHYSYJDKVYCJI-UHFFFAOYSA-N n-[3-[[6-[3-(trifluoromethyl)anilino]pyrimidin-4-yl]amino]phenyl]cyclopropanecarboxamide Chemical compound FC(F)(F)C1=CC=CC(NC=2N=CN=C(NC=3C=C(NC(=O)C4CC4)C=CC=3)C=2)=C1 YOHYSYJDKVYCJI-UHFFFAOYSA-N 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- 150000003457 sulfones Chemical class 0.000 claims 4
- 150000003462 sulfoxides Chemical class 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- 125000002393 azetidinyl group Chemical group 0.000 claims 3
- 125000002541 furyl group Chemical group 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 3
- 125000001544 thienyl group Chemical group 0.000 claims 3
- 102000001253 Protein Kinase Human genes 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 125000003566 oxetanyl group Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 108060006633 protein kinase Proteins 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- ZNGWEEUXTBNKFR-UHFFFAOYSA-N 1,4-oxazepane Chemical compound C1CNCCOC1 ZNGWEEUXTBNKFR-UHFFFAOYSA-N 0.000 claims 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 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 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- KEODHDDEXQTPGF-UHFFFAOYSA-N N-[2-(4-acetylpiperazin-1-yl)-5-[[4-[3-cyclopropyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound C(C)(=O)N1CCN(CC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN(C)C)C1CC1)NC(C=C)=O KEODHDDEXQTPGF-UHFFFAOYSA-N 0.000 claims 1
- DDKDUKWQECMCJY-UHFFFAOYSA-N N-[2-(4-acetylpiperazin-1-yl)-5-[[4-[3-cyclopropyl-4-[[ethyl(methyl)amino]methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound C(C)(=O)N1CCN(CC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN(C)CC)C1CC1)NC(C=C)=O DDKDUKWQECMCJY-UHFFFAOYSA-N 0.000 claims 1
- ZDOPJKDGWVBVTD-UHFFFAOYSA-N N-[2-(4-acetylpiperazin-1-yl)-5-[[4-[4-(azetidin-1-ylmethyl)-3-cyclopropylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound C(C)(=O)N1CCN(CC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN1CCC1)C1CC1)NC(C=C)=O ZDOPJKDGWVBVTD-UHFFFAOYSA-N 0.000 claims 1
- SXMSDYSIMJQCFM-UHFFFAOYSA-N N-[2-(4-acetylpiperazin-1-yl)-5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]phenyl]prop-2-enamide Chemical compound C(C)(=O)N1CCN(CC1)C1=C(C=C(C=C1)NC1=NC=CC(=N1)N1N=C(C(=C1)CN1CCC1)C)NC(C=C)=O SXMSDYSIMJQCFM-UHFFFAOYSA-N 0.000 claims 1
- GYEMVTMZNSEFKK-UHFFFAOYSA-N N-[2-(4-acetylpiperazin-1-yl)-5-[[4-[4-(azetidin-1-ylmethyl)-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound C(C)(=O)N1CCN(CC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN1CCC1)C1=CC=CC=C1)NC(C=C)=O GYEMVTMZNSEFKK-UHFFFAOYSA-N 0.000 claims 1
- HRPYIVQHKMMDPT-UHFFFAOYSA-N N-[2-(4-acetylpiperazin-1-yl)-5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound C(C)(=O)N1CCN(CC1)C1=C(C=C(C(=C1)OC)NC1=NC=C(C(=N1)N1N=CC(=C1)CN1CCC1)C)NC(C=C)=O HRPYIVQHKMMDPT-UHFFFAOYSA-N 0.000 claims 1
- WGBIVDOALLJONG-UHFFFAOYSA-N N-[2-(4-acetylpiperazin-1-yl)-5-[[4-[4-[(dimethylamino)methyl]-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound C(C)(=O)N1CCN(CC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN(C)C)C1=CC=CC=C1)NC(C=C)=O WGBIVDOALLJONG-UHFFFAOYSA-N 0.000 claims 1
- YCHAQXLKPZMPJB-UHFFFAOYSA-N N-[2-(azetidin-1-yl)-5-[[4-[4-(azetidin-1-ylmethyl)-3-cyclopropylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN1CCC1)C1CC1)NC(C=C)=O YCHAQXLKPZMPJB-UHFFFAOYSA-N 0.000 claims 1
- OEKDRVBVERXJAG-UHFFFAOYSA-N N-[2-(azetidin-1-yl)-5-[[4-[4-(azetidin-1-ylmethyl)-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN1CCC1)C1=CC=CC=C1)NC(C=C)=O OEKDRVBVERXJAG-UHFFFAOYSA-N 0.000 claims 1
- GKVZJCXBTDCING-UHFFFAOYSA-N N-[2-(azetidin-1-yl)-5-[[4-[4-[(dimethylamino)methyl]-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN(C)C)C1=CC=CC=C1)NC(C=C)=O GKVZJCXBTDCING-UHFFFAOYSA-N 0.000 claims 1
- KFZXVVFJNRWSOT-UHFFFAOYSA-N N-[2-(dimethylamino)-5-[[4-[3-[(dimethylamino)methyl]-4-methylpyrrol-1-yl]-5-fluoropyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound CN(C1=C(C=C(C(=C1)OC)NC1=NC=C(C(=N1)N1C=C(C(=C1)C)CN(C)C)F)NC(C=C)=O)C KFZXVVFJNRWSOT-UHFFFAOYSA-N 0.000 claims 1
- LRLRHXPCZZRKSZ-UHFFFAOYSA-N N-[2-(dimethylamino)-5-[[4-[4-[(dimethylamino)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound CN(C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN(C)C)C)NC(C=C)=O)C LRLRHXPCZZRKSZ-UHFFFAOYSA-N 0.000 claims 1
- BFUCYAOJKRNIQP-UHFFFAOYSA-N N-[2-(dimethylamino)-5-[[4-[4-[(dimethylamino)methyl]-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound CN(C1=C(C=C(C(=C1)OC)NC1=NC=CC(=N1)N1N=C(C(=C1)CN(C)C)C1=CC=CC=C1)NC(C=C)=O)C BFUCYAOJKRNIQP-UHFFFAOYSA-N 0.000 claims 1
- NMUWNFPPZMAMKP-UHFFFAOYSA-N N-[2-[2-(dimethylamino)ethyl-methylamino]-5-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound CN(CCN(C1=C(C=C(C(=C1)OC)NC1=NC=C(C(=N1)N1N=C(C(=C1)CN1CC(C1)O)C)C)NC(C=C)=O)C)C NMUWNFPPZMAMKP-UHFFFAOYSA-N 0.000 claims 1
- RQEZMYMNHDPLOG-AZGAKELHSA-N N-[2-[2-(dimethylamino)ethyl-methylamino]-5-[[4-[4-[[(3S,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound CN(CCN(C1=C(C=C(C(=C1)OC)NC1=NC=C(C(=N1)N1N=CC(=C1)CN1C[C@@H]([C@@H](C1)OC)O)C)NC(C=C)=O)C)C RQEZMYMNHDPLOG-AZGAKELHSA-N 0.000 claims 1
- WZVNFXNNTDCVSO-UHFFFAOYSA-N N-[3-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C=C(C=CC=1OC)NC(C=C)=O)C WZVNFXNNTDCVSO-UHFFFAOYSA-N 0.000 claims 1
- SQWULWLYRDOWGK-UHFFFAOYSA-N N-[3-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C=C(C=CC=1)NC(C=C)=O)C SQWULWLYRDOWGK-UHFFFAOYSA-N 0.000 claims 1
- XXTYCCKALNYJQC-UHFFFAOYSA-N N-[3-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C=C(C=CC=1OC)NC(C=C)=O)C XXTYCCKALNYJQC-UHFFFAOYSA-N 0.000 claims 1
- CBSGANPJSMDMDJ-UHFFFAOYSA-N N-[3-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-5-methylphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C=C(C=C(C=1)C)NC(C=C)=O)C CBSGANPJSMDMDJ-UHFFFAOYSA-N 0.000 claims 1
- UYIFMPKMKRPJHO-UHFFFAOYSA-N N-[3-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C=C(C=CC=1OC)NC(C=C)=O)C UYIFMPKMKRPJHO-UHFFFAOYSA-N 0.000 claims 1
- FBGXDLKNYYIUQZ-UHFFFAOYSA-N N-[3-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-5-(1-methylpyrazol-4-yl)phenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C=C(C=C(C=1)C=1C=NN(C=1)C)NC(C=C)=O)C FBGXDLKNYYIUQZ-UHFFFAOYSA-N 0.000 claims 1
- WZKJLYSJFGROKW-UHFFFAOYSA-N N-[3-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-5-methylphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C=C(C=C(C=1)C)NC(C=C)=O)C WZKJLYSJFGROKW-UHFFFAOYSA-N 0.000 claims 1
- XBXLHZJLAHVBRC-UHFFFAOYSA-N N-[3-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]phenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C=C(C=CC=1)NC(C=C)=O)C XBXLHZJLAHVBRC-UHFFFAOYSA-N 0.000 claims 1
- BAWYQVOYCHABPP-UHFFFAOYSA-N N-[3-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C=C(C=CC=1OC)NC(C=C)=O BAWYQVOYCHABPP-UHFFFAOYSA-N 0.000 claims 1
- XXZQDIGJUSLBAL-UHFFFAOYSA-N N-[4-methoxy-2-(4-methylpiperazin-1-yl)-5-[[4-(3-phenylpyrazol-1-yl)pyrimidin-2-yl]amino]phenyl]prop-2-enamide Chemical compound COC1=CC(=C(C=C1NC1=NC=CC(=N1)N1N=C(C=C1)C1=CC=CC=C1)NC(C=C)=O)N1CCN(CC1)C XXZQDIGJUSLBAL-UHFFFAOYSA-N 0.000 claims 1
- HCUKQJFIXSLBMY-UHFFFAOYSA-N N-[4-methoxy-2-morpholin-4-yl-5-[[4-[3-phenyl-4-(pyrrolidin-1-ylmethyl)pyrazol-1-yl]pyrimidin-2-yl]amino]phenyl]prop-2-enamide Chemical compound COC1=CC(=C(C=C1NC1=NC=CC(=N1)N1N=C(C(=C1)CN1CCCC1)C1=CC=CC=C1)NC(C=C)=O)N1CCOCC1 HCUKQJFIXSLBMY-UHFFFAOYSA-N 0.000 claims 1
- ANNOXLNDUDGLHX-UHFFFAOYSA-N N-[4-methoxy-3-[[4-(3-methylpyrazol-1-yl)pyrimidin-2-yl]amino]phenyl]prop-2-enamide Chemical compound COC1=C(C=C(C=C1)NC(C=C)=O)NC1=NC=CC(=N1)N1N=C(C=C1)C ANNOXLNDUDGLHX-UHFFFAOYSA-N 0.000 claims 1
- JLVQDLZAFLUWAX-UHFFFAOYSA-N N-[4-methoxy-5-[[4-[4-[(3-methoxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound COC1=CC(=C(C=C1NC1=NC=CC(=N1)N1N=C(C(=C1)CN1CC(C1)OC)C)NC(C=C)=O)N1CCOCC1 JLVQDLZAFLUWAX-UHFFFAOYSA-N 0.000 claims 1
- SHPQFWDSGZWMII-UHFFFAOYSA-N N-[4-methoxy-5-[[5-methyl-4-[4-[[methyl-(1-methylazetidin-3-yl)amino]methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound COC1=CC(=C(C=C1NC1=NC=C(C(=N1)N1N=CC(=C1)CN(C1CN(C1)C)C)C)NC(C=C)=O)N1CCOCC1 SHPQFWDSGZWMII-UHFFFAOYSA-N 0.000 claims 1
- APQDDQDRFNASOJ-UHFFFAOYSA-N N-[5-[[4-[3-(azetidin-1-ylmethyl)-4-(furan-3-yl)pyrrol-1-yl]-5-fluoropyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC1=CN(C=C1C1=COC=C1)C1=NC(=NC=C1F)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC APQDDQDRFNASOJ-UHFFFAOYSA-N 0.000 claims 1
- UXGJCHAFFCTYGS-UHFFFAOYSA-N N-[5-[[4-[3-(azetidin-1-ylmethyl)-4-methylpyrrol-1-yl]-5-fluoropyrimidin-2-yl]amino]-2-(dimethylamino)-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)CC1=CN(C=C1C)C1=NC(=NC=C1F)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)C)OC UXGJCHAFFCTYGS-UHFFFAOYSA-N 0.000 claims 1
- BTNVWMXFAUIYEX-UHFFFAOYSA-N N-[5-[[4-[3-(azetidin-1-ylmethyl)-4-methylpyrrol-1-yl]-5-fluoropyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC1=CN(C=C1C)C1=NC(=NC=C1F)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC BTNVWMXFAUIYEX-UHFFFAOYSA-N 0.000 claims 1
- GJEVREMHYRLDBZ-UHFFFAOYSA-N N-[5-[[4-[3-[(dimethylamino)methyl]-4-(furan-3-yl)pyrrol-1-yl]-5-fluoropyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC1=CN(C=C1C1=COC=C1)C1=NC(=NC=C1F)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC GJEVREMHYRLDBZ-UHFFFAOYSA-N 0.000 claims 1
- KQZPUBZDUCAWGJ-UHFFFAOYSA-N N-[5-[[4-[3-cyclopropyl-4-[(dimethylamino)methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC KQZPUBZDUCAWGJ-UHFFFAOYSA-N 0.000 claims 1
- OEJUXJLOTVQEPZ-UHFFFAOYSA-N N-[5-[[4-[3-cyclopropyl-4-[(dimethylamino)methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC OEJUXJLOTVQEPZ-UHFFFAOYSA-N 0.000 claims 1
- CJBYJEVLLPTXMQ-UHFFFAOYSA-N N-[5-[[4-[3-cyclopropyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC CJBYJEVLLPTXMQ-UHFFFAOYSA-N 0.000 claims 1
- ISADCHBQHDFNHZ-UHFFFAOYSA-N N-[5-[[4-[3-cyclopropyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC ISADCHBQHDFNHZ-UHFFFAOYSA-N 0.000 claims 1
- SEKXPOMGSBSXQJ-UHFFFAOYSA-N N-[5-[[4-[3-cyclopropyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC SEKXPOMGSBSXQJ-UHFFFAOYSA-N 0.000 claims 1
- GUZREOBURSOTPW-UHFFFAOYSA-N N-[5-[[4-[3-cyclopropyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-pyrrolidin-1-ylphenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCCC1)OC GUZREOBURSOTPW-UHFFFAOYSA-N 0.000 claims 1
- NCFNBQYCWCLWKJ-AZGAKELHSA-N N-[5-[[4-[3-cyclopropyl-4-[[(3S,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN1C[C@@H]([C@@H](C1)OC)O)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC NCFNBQYCWCLWKJ-AZGAKELHSA-N 0.000 claims 1
- GWHAZWOHDKZOKF-UHFFFAOYSA-N N-[5-[[4-[3-cyclopropyl-4-[[ethyl(methyl)amino]methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound C1(CC1)C1=NN(C=C1CN(C)CC)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC GWHAZWOHDKZOKF-UHFFFAOYSA-N 0.000 claims 1
- SQBQBCIAWJZLKI-UHFFFAOYSA-N N-[5-[[4-[3-tert-butyl-4-[(dimethylamino)methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound C(C)(C)(C)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC SQBQBCIAWJZLKI-UHFFFAOYSA-N 0.000 claims 1
- SDABBWNIFLVKFI-UHFFFAOYSA-N N-[5-[[4-[3-tert-butyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-2-[ethyl(2-methoxyethyl)amino]-4-methoxyphenyl]prop-2-enamide Chemical compound C(C)(C)(C)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(CCOC)CC)OC SDABBWNIFLVKFI-UHFFFAOYSA-N 0.000 claims 1
- VWVZWRGWPDFCON-UHFFFAOYSA-N N-[5-[[4-[3-tert-butyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound C(C)(C)(C)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC VWVZWRGWPDFCON-UHFFFAOYSA-N 0.000 claims 1
- QYFYCBBKVYYMJW-UHFFFAOYSA-N N-[5-[[4-[3-tert-butyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound C(C)(C)(C)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC QYFYCBBKVYYMJW-UHFFFAOYSA-N 0.000 claims 1
- JJXVBKMECMGUTQ-UHFFFAOYSA-N N-[5-[[4-[3-tert-butyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound C(C)(C)(C)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC JJXVBKMECMGUTQ-UHFFFAOYSA-N 0.000 claims 1
- NAFOJNFCVRUAQB-UHFFFAOYSA-N N-[5-[[4-[3-tert-butyl-4-[(dimethylamino)methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-pyrrolidin-1-ylphenyl]prop-2-enamide Chemical compound C(C)(C)(C)C1=NN(C=C1CN(C)C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCCC1)OC NAFOJNFCVRUAQB-UHFFFAOYSA-N 0.000 claims 1
- QZHRFEBXRTVGJQ-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3,5-dimethylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1C)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C QZHRFEBXRTVGJQ-UHFFFAOYSA-N 0.000 claims 1
- UIILABGNILZUEB-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-(4-fluorophenyl)pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=C(C=C1)F UIILABGNILZUEB-UHFFFAOYSA-N 0.000 claims 1
- JLJDDUDQFSOLSM-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-(4-methylphenyl)pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=C(C=C1)C JLJDDUDQFSOLSM-UHFFFAOYSA-N 0.000 claims 1
- MLWCILRSAFUNTG-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-cyclopropylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1CC1 MLWCILRSAFUNTG-UHFFFAOYSA-N 0.000 claims 1
- LUWVIEBWGJRQIP-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-cyclopropylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC)C1CC1 LUWVIEBWGJRQIP-UHFFFAOYSA-N 0.000 claims 1
- MLOKKFUWHKMUNM-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-cyclopropylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC)C1CC1 MLOKKFUWHKMUNM-UHFFFAOYSA-N 0.000 claims 1
- KGIMBGYMVJIZDN-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-cyclopropylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1CC1 KGIMBGYMVJIZDN-UHFFFAOYSA-N 0.000 claims 1
- IVQCHBMTKSZKEW-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-cyclopropylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-pyrrolidin-1-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCCC1)OC)C1CC1 IVQCHBMTKSZKEW-UHFFFAOYSA-N 0.000 claims 1
- HABVFNMHDDBATM-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]-5-chloropyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1Cl)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C HABVFNMHDDBATM-UHFFFAOYSA-N 0.000 claims 1
- ZPSPUVYQJURLLC-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]-5-fluoropyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1F)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C ZPSPUVYQJURLLC-UHFFFAOYSA-N 0.000 claims 1
- HYJAKILQRKJJFV-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C HYJAKILQRKJJFV-UHFFFAOYSA-N 0.000 claims 1
- YXXSWKWPBARIDR-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-2-(4,4-difluoropiperidin-1-yl)-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCC(CC1)(F)F)OC)C YXXSWKWPBARIDR-UHFFFAOYSA-N 0.000 claims 1
- GEOUUIMFSDTDJP-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-2-[2-(dimethylamino)ethyl-methylamino]-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCN(C)C)OC)C GEOUUIMFSDTDJP-UHFFFAOYSA-N 0.000 claims 1
- GSNRSVZBQJHORW-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)C GSNRSVZBQJHORW-UHFFFAOYSA-N 0.000 claims 1
- RUAISPVCCVQMQG-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-(2-methoxyphenyl)phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC1=CC(=C(C=C1OC)C1=C(C=CC=C1)OC)NC(C=C)=O)C RUAISPVCCVQMQG-UHFFFAOYSA-N 0.000 claims 1
- LBWUJNWZEJTPSO-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-(4-methylpiperazin-1-yl)phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCN(CC1)C)OC)C LBWUJNWZEJTPSO-UHFFFAOYSA-N 0.000 claims 1
- GIOUZTTYBFLHIE-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C GIOUZTTYBFLHIE-UHFFFAOYSA-N 0.000 claims 1
- BKOSCAGDWLLZMD-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-phenylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC1=CC(=C(C=C1OC)C1=CC=CC=C1)NC(C=C)=O)C BKOSCAGDWLLZMD-UHFFFAOYSA-N 0.000 claims 1
- IXRLPVMGZPOHFH-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-phenylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=CC=C1 IXRLPVMGZPOHFH-UHFFFAOYSA-N 0.000 claims 1
- OMXSUONUHDMTMS-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC)C1=CC=CC=C1 OMXSUONUHDMTMS-UHFFFAOYSA-N 0.000 claims 1
- SBPYLWYXJAYYKX-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC)C1=CC=CC=C1 SBPYLWYXJAYYKX-UHFFFAOYSA-N 0.000 claims 1
- YAKQOIJYXLEFKD-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=CC=C1 YAKQOIJYXLEFKD-UHFFFAOYSA-N 0.000 claims 1
- RQCRXLUDDVNXET-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-propan-2-ylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C(C)C RQCRXLUDDVNXET-UHFFFAOYSA-N 0.000 claims 1
- YRENCRDVPXSMPE-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-propan-2-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC)C(C)C YRENCRDVPXSMPE-UHFFFAOYSA-N 0.000 claims 1
- WSPCTAJFOISKEZ-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-propan-2-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC)C(C)C WSPCTAJFOISKEZ-UHFFFAOYSA-N 0.000 claims 1
- HUBUAVUWZMHYLT-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-propan-2-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C(C)C HUBUAVUWZMHYLT-UHFFFAOYSA-N 0.000 claims 1
- KEIFGWBEXLNZMS-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-tert-butylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C(C)(C)C KEIFGWBEXLNZMS-UHFFFAOYSA-N 0.000 claims 1
- LQQJSPPNQWUMAG-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-tert-butylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC)C(C)(C)C LQQJSPPNQWUMAG-UHFFFAOYSA-N 0.000 claims 1
- TXOZQPXBVKRRKT-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-tert-butylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC)C(C)(C)C TXOZQPXBVKRRKT-UHFFFAOYSA-N 0.000 claims 1
- PDIGHPARUJAOBN-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-tert-butylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-pyrrolidin-1-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCCC1)OC)C(C)(C)C PDIGHPARUJAOBN-UHFFFAOYSA-N 0.000 claims 1
- SMEDKBVUNIZGTF-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)-3-thiophen-2-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C=1SC=CC=1 SMEDKBVUNIZGTF-UHFFFAOYSA-N 0.000 claims 1
- JDNRKGOGFKFYNF-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-2-[2-(dimethylamino)ethyl-methylamino]-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCN(C)C)OC JDNRKGOGFKFYNF-UHFFFAOYSA-N 0.000 claims 1
- DQYKUSCGWAUKTO-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-2-morpholin-4-yl-4-propan-2-yloxyphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC(C)C DQYKUSCGWAUKTO-UHFFFAOYSA-N 0.000 claims 1
- ZFAQRMIGWPRBMF-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-(4-methyl-1,4-diazepan-1-yl)phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCN(CCC1)C)OC ZFAQRMIGWPRBMF-UHFFFAOYSA-N 0.000 claims 1
- XXOGZZVFWPNDQV-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-(4-methylpiperazin-1-yl)phenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCN(CC1)C)OC XXOGZZVFWPNDQV-UHFFFAOYSA-N 0.000 claims 1
- GRGGZLVJUWMAJP-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC GRGGZLVJUWMAJP-UHFFFAOYSA-N 0.000 claims 1
- INNYNRPEAPUZMX-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]pyrimidin-2-yl]amino]-2-(dimethylamino)-4-methoxyphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)C)OC INNYNRPEAPUZMX-UHFFFAOYSA-N 0.000 claims 1
- XQJMZWGKJQILNC-UHFFFAOYSA-N N-[5-[[4-[4-(azetidin-1-ylmethyl)pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound N1(CCC1)CC=1C=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC XQJMZWGKJQILNC-UHFFFAOYSA-N 0.000 claims 1
- KKAVWIZGTDFCCI-UHFFFAOYSA-N N-[5-[[4-[4-(hydroxymethyl)-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound OCC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C KKAVWIZGTDFCCI-UHFFFAOYSA-N 0.000 claims 1
- CVZHDRJGGRVDPZ-UHFFFAOYSA-N N-[5-[[4-[4-(hydroxymethyl)-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound OCC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=CC=C1 CVZHDRJGGRVDPZ-UHFFFAOYSA-N 0.000 claims 1
- IZNKFHWMSACLOU-UHFFFAOYSA-N N-[5-[[4-[4-[(3-fluoroazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound FC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C IZNKFHWMSACLOU-UHFFFAOYSA-N 0.000 claims 1
- XTUYGNXTDQIQDD-UHFFFAOYSA-N N-[5-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-(4-methylpiperazin-1-yl)phenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCN(CC1)C)OC)C XTUYGNXTDQIQDD-UHFFFAOYSA-N 0.000 claims 1
- NYYGZYRBRHFTPS-UHFFFAOYSA-N N-[5-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C NYYGZYRBRHFTPS-UHFFFAOYSA-N 0.000 claims 1
- OEHZVYDQIXZQKW-UHFFFAOYSA-N N-[5-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-piperidin-1-ylphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCCCC1)OC)C OEHZVYDQIXZQKW-UHFFFAOYSA-N 0.000 claims 1
- CEMPFUZNRQTTDO-UHFFFAOYSA-N N-[5-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C CEMPFUZNRQTTDO-UHFFFAOYSA-N 0.000 claims 1
- FPMXCJZVPAYEKK-UHFFFAOYSA-N N-[5-[[4-[4-[(3-hydroxyazetidin-1-yl)methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound OC1CN(C1)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC FPMXCJZVPAYEKK-UHFFFAOYSA-N 0.000 claims 1
- ILBQXRHPDGGDTL-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-(2,5-dimethylphenyl)pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=C(C=CC(=C1)C)C ILBQXRHPDGGDTL-UHFFFAOYSA-N 0.000 claims 1
- YOEMPWNSGJESJB-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-(4-fluorophenyl)pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=C(C=C1)F YOEMPWNSGJESJB-UHFFFAOYSA-N 0.000 claims 1
- OVJWLHBUEDDHPG-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-(4-methylphenyl)pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=C(C=C1)C OVJWLHBUEDDHPG-UHFFFAOYSA-N 0.000 claims 1
- OSHAZXVKCAYCKZ-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-(furan-3-yl)pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=COC=C1 OSHAZXVKCAYCKZ-UHFFFAOYSA-N 0.000 claims 1
- QDFGPMNCDYXSBP-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C QDFGPMNCDYXSBP-UHFFFAOYSA-N 0.000 claims 1
- CIWHJRTZRIRXFM-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-2-[4-(2-fluoroethyl)piperazin-1-yl]-4-methoxyphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCN(CC1)CCF)OC)C CIWHJRTZRIRXFM-UHFFFAOYSA-N 0.000 claims 1
- PUGDKUGVCIHWQN-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-(4-methylpiperazin-1-yl)phenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCN(CC1)C)OC)C PUGDKUGVCIHWQN-UHFFFAOYSA-N 0.000 claims 1
- LPTUAJLUVZOQQT-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C LPTUAJLUVZOQQT-UHFFFAOYSA-N 0.000 claims 1
- UKWFGDKJKDLOOC-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-phenylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=CC=C1 UKWFGDKJKDLOOC-UHFFFAOYSA-N 0.000 claims 1
- DVIKNYSTAPJAMB-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC)C1=CC=CC=C1 DVIKNYSTAPJAMB-UHFFFAOYSA-N 0.000 claims 1
- UHIIBZGQCYLVMG-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[methyl(oxetan-3-yl)amino]phenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C1COC1)C)OC)C1=CC=CC=C1 UHIIBZGQCYLVMG-UHFFFAOYSA-N 0.000 claims 1
- RRMJMHOQSALEJJ-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-phenylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=CC=C1 RRMJMHOQSALEJJ-UHFFFAOYSA-N 0.000 claims 1
- JZEBZKZRBNPQLB-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-propan-2-ylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C(C)C JZEBZKZRBNPQLB-UHFFFAOYSA-N 0.000 claims 1
- ZQHJIRHHCXNXSR-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-propan-2-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-[2-methoxyethyl(methyl)amino]phenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N(C)CCOC)OC)C(C)C ZQHJIRHHCXNXSR-UHFFFAOYSA-N 0.000 claims 1
- GHJHTBZMKMQPRG-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-propan-2-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C(C)C GHJHTBZMKMQPRG-UHFFFAOYSA-N 0.000 claims 1
- CTZUZWMLRHQFTC-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-pyridin-3-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C=1C=NC=CC=1 CTZUZWMLRHQFTC-UHFFFAOYSA-N 0.000 claims 1
- ZLNMOYMFDGIGNV-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-pyridin-4-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C1=CC=NC=C1 ZLNMOYMFDGIGNV-UHFFFAOYSA-N 0.000 claims 1
- KQWJWMYTYTUCPX-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]-3-thiophen-2-ylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C=1SC=CC=1 KQWJWMYTYTUCPX-UHFFFAOYSA-N 0.000 claims 1
- RHDQRABUIMGIBV-UHFFFAOYSA-N N-[5-[[4-[4-[(dimethylamino)methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN(C)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC RHDQRABUIMGIBV-UHFFFAOYSA-N 0.000 claims 1
- JYLFSDKSMSTINM-OAQYLSRUSA-N N-[5-[[4-[4-[[(3R)-3-(dimethylamino)pyrrolidin-1-yl]methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN([C@H]1CN(CC1)CC=1C=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C JYLFSDKSMSTINM-OAQYLSRUSA-N 0.000 claims 1
- VNHILZBBTVJXGF-OAQYLSRUSA-N N-[5-[[4-[4-[[(3R)-3-hydroxypyrrolidin-1-yl]methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound O[C@H]1CN(CC1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C VNHILZBBTVJXGF-OAQYLSRUSA-N 0.000 claims 1
- JYLFSDKSMSTINM-NRFANRHFSA-N N-[5-[[4-[4-[[(3S)-3-(dimethylamino)pyrrolidin-1-yl]methyl]pyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound CN([C@@H]1CN(CC1)CC=1C=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C JYLFSDKSMSTINM-NRFANRHFSA-N 0.000 claims 1
- VNHILZBBTVJXGF-NRFANRHFSA-N N-[5-[[4-[4-[[(3S)-3-hydroxypyrrolidin-1-yl]methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound O[C@@H]1CN(CC1)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C VNHILZBBTVJXGF-NRFANRHFSA-N 0.000 claims 1
- FMZOVSORDAZIFI-PSWAGMNNSA-N N-[5-[[4-[4-[[(3S,4R)-3,4-dihydroxypyrrolidin-1-yl]methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound O[C@@H]1CN(C[C@@H]1O)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C FMZOVSORDAZIFI-PSWAGMNNSA-N 0.000 claims 1
- GRQSINLBAWZRIE-ZRZAMGCNSA-N N-[5-[[4-[4-[[(3S,4R)-3,4-dihydroxypyrrolidin-1-yl]methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound O[C@@H]1CN(C[C@@H]1O)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC GRQSINLBAWZRIE-ZRZAMGCNSA-N 0.000 claims 1
- ZFPKUBNFRMKFSU-AZGAKELHSA-N N-[5-[[4-[4-[[(3S,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]methyl]-3-methylpyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound O[C@H]1CN(C[C@H]1OC)CC=1C(=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C ZFPKUBNFRMKFSU-AZGAKELHSA-N 0.000 claims 1
- NOOWXTMIUKAUHY-UKILVPOCSA-N N-[5-[[4-[4-[[(3S,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound O[C@H]1CN(C[C@H]1OC)CC=1C(=NN(C=1)C1=NC(=NC=C1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)C NOOWXTMIUKAUHY-UKILVPOCSA-N 0.000 claims 1
- IKGHTOLKAJBOKC-UKILVPOCSA-N N-[5-[[4-[4-[[(3S,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]methyl]pyrazol-1-yl]-5-methylpyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound O[C@H]1CN(C[C@H]1OC)CC=1C=NN(C=1)C1=NC(=NC=C1C)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC IKGHTOLKAJBOKC-UKILVPOCSA-N 0.000 claims 1
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- BPBBNBLSYDISQC-UHFFFAOYSA-N N-[5-[[5-chloro-4-[4-[(3-hydroxyazetidin-1-yl)methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-4-methoxy-2-morpholin-4-ylphenyl]prop-2-enamide Chemical compound ClC=1C(=NC(=NC=1)NC=1C(=CC(=C(C=1)NC(C=C)=O)N1CCOCC1)OC)N1N=C(C(=C1)CN1CC(C1)O)C BPBBNBLSYDISQC-UHFFFAOYSA-N 0.000 claims 1
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