RU2473549C2 - Пиримидиновые соединения, композиции и способы применения - Google Patents
Пиримидиновые соединения, композиции и способы применения Download PDFInfo
- Publication number
- RU2473549C2 RU2473549C2 RU2011107278/04A RU2011107278A RU2473549C2 RU 2473549 C2 RU2473549 C2 RU 2473549C2 RU 2011107278/04 A RU2011107278/04 A RU 2011107278/04A RU 2011107278 A RU2011107278 A RU 2011107278A RU 2473549 C2 RU2473549 C2 RU 2473549C2
- Authority
- RU
- Russia
- Prior art keywords
- pyrimidin
- phenyl
- tetrahydropyrido
- methylmorpholino
- urea
- Prior art date
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- 238000000034 method Methods 0.000 title claims 4
- 150000003230 pyrimidines Chemical class 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 37
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 22
- 239000001257 hydrogen Substances 0.000 claims abstract 22
- 125000005842 heteroatom Chemical group 0.000 claims abstract 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 14
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 9
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 8
- 125000004429 atom Chemical group 0.000 claims abstract 7
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract 6
- 125000002950 monocyclic group Chemical group 0.000 claims abstract 5
- 230000000694 effects Effects 0.000 claims abstract 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract 4
- 102000013530 TOR Serine-Threonine Kinases Human genes 0.000 claims abstract 3
- 108010065917 TOR Serine-Threonine Kinases Proteins 0.000 claims abstract 3
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims abstract 3
- 239000003814 drug Substances 0.000 claims abstract 3
- 201000011510 cancer Diseases 0.000 claims abstract 2
- 125000005549 heteroarylene group Chemical group 0.000 claims abstract 2
- 229940123729 mTOR kinase inhibitor Drugs 0.000 claims abstract 2
- 239000003628 mammalian target of rapamycin inhibitor Substances 0.000 claims abstract 2
- 230000001404 mediated effect Effects 0.000 claims abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- -1 3-methyl-morpholin-4-yl Chemical group 0.000 claims 191
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 85
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 30
- 239000004202 carbamide Substances 0.000 claims 30
- 239000010802 sludge Substances 0.000 claims 30
- 125000000217 alkyl group Chemical group 0.000 claims 28
- 125000001424 substituent group Chemical group 0.000 claims 17
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 13
- 229910052757 nitrogen Inorganic materials 0.000 claims 10
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 9
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 7
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 5
- 229910052799 carbon Inorganic materials 0.000 claims 5
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 claims 5
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims 4
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 4
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 3
- ZEHUTQGVUBWPFL-HNNXBMFYSA-N 6-[[5-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]amino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(C)C2 ZEHUTQGVUBWPFL-HNNXBMFYSA-N 0.000 claims 3
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 3
- 125000004450 alkenylene group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims 2
- VBPBCGSGAPPTPA-ZDUSSCGKSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCNC2 VBPBCGSGAPPTPA-ZDUSSCGKSA-N 0.000 claims 2
- VFZPPZAFYQFCKE-INIZCTEOSA-N 1-(2-fluoroethyl)-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 VFZPPZAFYQFCKE-INIZCTEOSA-N 0.000 claims 2
- KWRMWSOLLBNFMI-YMXDCFFPSA-N 1-[4-[7-(5,5-dimethyloxolan-3-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CC(C)(C)OC1)C2 KWRMWSOLLBNFMI-YMXDCFFPSA-N 0.000 claims 2
- OIFWDRIVSDYJQR-YMXDCFFPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methylsulfonylpyrrolidin-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CN(CC1)S(C)(=O)=O)C2 OIFWDRIVSDYJQR-YMXDCFFPSA-N 0.000 claims 2
- LHEPAXILFKRBLV-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrazole-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1N(N=CC=1)C)C2 LHEPAXILFKRBLV-KRWDZBQOSA-N 0.000 claims 2
- QYPFJAUZMLMAAX-YMXDCFFPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COCCC1)C2 QYPFJAUZMLMAAX-YMXDCFFPSA-N 0.000 claims 2
- JURMWUPFFLRNEV-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CCOCC1)C2 JURMWUPFFLRNEV-SFHVURJKSA-N 0.000 claims 2
- RPBUVQMKWYMUKC-PXNSSMCTSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(3s)-oxolan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN([C@@H]1COCC1)C2 RPBUVQMKWYMUKC-PXNSSMCTSA-N 0.000 claims 2
- MEGMZCCXHIOTCS-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(4-phenylpyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=CN=1)C=1C=CC=CC=1)C2 MEGMZCCXHIOTCS-UHFFFAOYSA-N 0.000 claims 2
- UXMVBMILZYUHQN-HRAATJIYSA-N 1-ethyl-3-[4-[7-[(2r)-2-hydroxybutanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)[C@H](O)CC)C2 UXMVBMILZYUHQN-HRAATJIYSA-N 0.000 claims 2
- PDFRMPVYVIBRIV-JKSUJKDBSA-N 1-ethyl-3-[4-[7-[(2r)-2-hydroxypropanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)[C@@H](C)O)C2 PDFRMPVYVIBRIV-JKSUJKDBSA-N 0.000 claims 2
- HUTNOYOBQPAKIA-UHFFFAOYSA-N 1h-pyrazin-2-one Chemical compound OC1=CN=CC=N1 HUTNOYOBQPAKIA-UHFFFAOYSA-N 0.000 claims 2
- 125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 claims 2
- HFYVDMVSSBYEHQ-UHFFFAOYSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-4-(trifluoromethyl)pyrimidine-5-carboxylic acid Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C(C(O)=O)=CN=1)C(F)(F)F)C2 HFYVDMVSSBYEHQ-UHFFFAOYSA-N 0.000 claims 2
- NQKSDOBDIQZLNX-UHFFFAOYSA-N 4-[2-(1h-indazol-5-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-4-yl]morpholine Chemical compound C1COCCN1C1=NC(C=2C=C3C=NNC3=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 NQKSDOBDIQZLNX-UHFFFAOYSA-N 0.000 claims 2
- 102000008135 Mechanistic Target of Rapamycin Complex 1 Human genes 0.000 claims 2
- 108010035196 Mechanistic Target of Rapamycin Complex 1 Proteins 0.000 claims 2
- 102000009308 Mechanistic Target of Rapamycin Complex 2 Human genes 0.000 claims 2
- 108010034057 Mechanistic Target of Rapamycin Complex 2 Proteins 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims 2
- RUZLIIJDZBWWSA-INIZCTEOSA-N methyl 2-[[(1s)-1-(7-methyl-2-morpholin-4-yl-4-oxopyrido[1,2-a]pyrimidin-9-yl)ethyl]amino]benzoate Chemical group COC(=O)C1=CC=CC=C1N[C@@H](C)C1=CC(C)=CN2C(=O)C=C(N3CCOCC3)N=C12 RUZLIIJDZBWWSA-INIZCTEOSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000005551 pyridylene group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- RRKRYAGIWXSHBP-NRFANRHFSA-N tert-butyl (8s)-2-[4-(ethylcarbamoylamino)phenyl]-8-(2-hydroxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CCO RRKRYAGIWXSHBP-NRFANRHFSA-N 0.000 claims 2
- FYENGIZLDIXPSB-UHFFFAOYSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 FYENGIZLDIXPSB-UHFFFAOYSA-N 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- VFNQMIZKDGLNEO-ZDUSSCGKSA-N (3s)-4-[2-(1h-indol-5-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]-3-methylmorpholine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CNC3=CC=2)=NC2=C1CCNC2 VFNQMIZKDGLNEO-ZDUSSCGKSA-N 0.000 claims 1
- FLKXJCZPAPSHOW-QFIPXVFZSA-N (3s)-4-[2-(1h-indol-5-yl)-7-[1-(pyridin-3-ylmethyl)piperidin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-4-yl]-3-methylmorpholine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CNC3=CC=2)=NC2=C1CCN(C1CCN(CC=3C=NC=CC=3)CC1)C2 FLKXJCZPAPSHOW-QFIPXVFZSA-N 0.000 claims 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- 125000006590 (C2-C6) alkenylene group Chemical group 0.000 claims 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- ABXJCMCHRYJITH-UHFFFAOYSA-N 1,1-dimethyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)N(C)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ABXJCMCHRYJITH-UHFFFAOYSA-N 0.000 claims 1
- 125000001724 1,2,3-oxadiazol-4-yl group Chemical group [H]C1=C(*)N=NO1 0.000 claims 1
- 125000004503 1,2,3-oxadiazol-5-yl group Chemical group O1N=NC=C1* 0.000 claims 1
- 125000004509 1,3,4-oxadiazol-2-yl group Chemical group O1C(=NN=C1)* 0.000 claims 1
- 125000004510 1,3,4-oxadiazol-5-yl group Chemical group O1C=NN=C1* 0.000 claims 1
- NEUOVUKOIWZBMH-UHFFFAOYSA-N 1,3-dimethyl-6-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)anilino]pyrimidine-2,4-dione Chemical compound O=C1N(C)C(=O)N(C)C(NC=2C=CC(=CC=2)C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)=C1 NEUOVUKOIWZBMH-UHFFFAOYSA-N 0.000 claims 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 1
- NBTMWRZTIDGKMK-UHFFFAOYSA-N 1-(1-hydroxy-2-methylpropan-2-yl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NC(C)(CO)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 NBTMWRZTIDGKMK-UHFFFAOYSA-N 0.000 claims 1
- GHBNIWDIIFVOJI-HNNXBMFYSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(1,3-thiazole-2-carbonyl)-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CN(C(=O)C=1SC=CN=1)CC2 GHBNIWDIIFVOJI-HNNXBMFYSA-N 0.000 claims 1
- VWRLXEGNNKVFPJ-KRWDZBQOSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 VWRLXEGNNKVFPJ-KRWDZBQOSA-N 0.000 claims 1
- PUMJMGOXRUKFRK-INIZCTEOSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 PUMJMGOXRUKFRK-INIZCTEOSA-N 0.000 claims 1
- CEVRCQNMOPZXKE-HNNXBMFYSA-N 1-(2,2-difluoroethyl)-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 CEVRCQNMOPZXKE-HNNXBMFYSA-N 0.000 claims 1
- KCUGWFIKGOKLII-UHFFFAOYSA-N 1-(2-aminophenyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound NC1=CC=CC=C1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 KCUGWFIKGOKLII-UHFFFAOYSA-N 0.000 claims 1
- FYYSNYMXHZTZJQ-UHFFFAOYSA-N 1-(2-cyanoethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(NCCC#N)=O)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 FYYSNYMXHZTZJQ-UHFFFAOYSA-N 0.000 claims 1
- ITLBDKISWJRJOO-SFHVURJKSA-N 1-(2-cyanoethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCC#N)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ITLBDKISWJRJOO-SFHVURJKSA-N 0.000 claims 1
- XQBYNFCSMVSBFR-SFHVURJKSA-N 1-(2-cyanoethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCC#N)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 XQBYNFCSMVSBFR-SFHVURJKSA-N 0.000 claims 1
- FCMZDNQBKYQWEW-KRWDZBQOSA-N 1-(2-fluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 FCMZDNQBKYQWEW-KRWDZBQOSA-N 0.000 claims 1
- ANIHEBKKDCTZJP-KRWDZBQOSA-N 1-(2-fluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ANIHEBKKDCTZJP-KRWDZBQOSA-N 0.000 claims 1
- SYCDSFNZKJRMOZ-UHFFFAOYSA-N 1-(2-hydroxyethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCCO)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 SYCDSFNZKJRMOZ-UHFFFAOYSA-N 0.000 claims 1
- QGAPAOPKYCHXPR-KRWDZBQOSA-N 1-(2-hydroxyethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 QGAPAOPKYCHXPR-KRWDZBQOSA-N 0.000 claims 1
- QJCYIKLTACBTOI-KRWDZBQOSA-N 1-(2-hydroxyethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 QJCYIKLTACBTOI-KRWDZBQOSA-N 0.000 claims 1
- PVTVNOMBDVXYOJ-UHFFFAOYSA-N 1-(2-methoxyethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCCOC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 PVTVNOMBDVXYOJ-UHFFFAOYSA-N 0.000 claims 1
- NKIRICAZARXQFR-KRWDZBQOSA-N 1-(3,4-difluorophenyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3C=C(F)C(F)=CC=3)=CC=2)=NC2=C1CCN(C1COC1)C2 NKIRICAZARXQFR-KRWDZBQOSA-N 0.000 claims 1
- SFJPRHDINFGUJD-KRWDZBQOSA-N 1-(3-fluoropropyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCCF)=CC=2)=NC2=C1CCN(C1COC1)C2 SFJPRHDINFGUJD-KRWDZBQOSA-N 0.000 claims 1
- ZRFHJLGIHVRHJM-UHFFFAOYSA-N 1-(3-methyl-1,2-oxazol-5-yl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O1N=C(C)C=C1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 ZRFHJLGIHVRHJM-UHFFFAOYSA-N 0.000 claims 1
- MFYDBUFMJMVTIT-UHFFFAOYSA-N 1-(5-methyl-1,2-oxazol-3-yl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O1C(C)=CC(NC(=O)NC=2C=CC(=CC=2)C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)=N1 MFYDBUFMJMVTIT-UHFFFAOYSA-N 0.000 claims 1
- XHRVWACQISDKQA-UHFFFAOYSA-N 1-(cyclopropylmethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NCC1CC1 XHRVWACQISDKQA-UHFFFAOYSA-N 0.000 claims 1
- ZBFJCCWGYJLMTQ-JTHBVZDNSA-N 1-[(1s,2r)-2-hydroxycyclopentyl]-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O[C@@H]1CCC[C@@H]1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 ZBFJCCWGYJLMTQ-JTHBVZDNSA-N 0.000 claims 1
- ZBFJCCWGYJLMTQ-GMAHTHKFSA-N 1-[(1s,2s)-2-hydroxycyclopentyl]-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O[C@H]1CCC[C@@H]1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 ZBFJCCWGYJLMTQ-GMAHTHKFSA-N 0.000 claims 1
- KUGYCHLSGIIOHV-ZRCAFCQKSA-N 1-[(1s,2s)-2-hydroxycyclopentyl]-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)N[C@@H]3[C@H](CCC3)O)=CC=2)=NC2=C1CCNC2 KUGYCHLSGIIOHV-ZRCAFCQKSA-N 0.000 claims 1
- VAZYXSBMRPTANI-UHFFFAOYSA-N 1-[2-(dimethylamino)ethyl]-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCCN(C)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 VAZYXSBMRPTANI-UHFFFAOYSA-N 0.000 claims 1
- JFZGJULQMVUQOF-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-(2,2,2-trifluoroethyl)urea Chemical compound C1=CC(NC(=O)NCC(F)(F)F)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 JFZGJULQMVUQOF-UHFFFAOYSA-N 0.000 claims 1
- XVWHDSFTSFFYGW-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 XVWHDSFTSFFYGW-UHFFFAOYSA-N 0.000 claims 1
- HSPRUMIPFWSQAM-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-pyridin-4-ylurea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NC1=CC=NC=C1 HSPRUMIPFWSQAM-UHFFFAOYSA-N 0.000 claims 1
- BTRKYXJLPAZSNE-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]imidazol-2-amine Chemical compound NC1=NC=CN1C1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 BTRKYXJLPAZSNE-UHFFFAOYSA-N 0.000 claims 1
- GHJXGELKFMGHBN-UHFFFAOYSA-N 1-[4-(7-acetyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(C)=O)C2 GHJXGELKFMGHBN-UHFFFAOYSA-N 0.000 claims 1
- ZJTUKGNZFLSUBN-UHFFFAOYSA-N 1-[4-(7-benzoyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C=CC=CC=1)C2 ZJTUKGNZFLSUBN-UHFFFAOYSA-N 0.000 claims 1
- PVHLAMRYIZNXBI-UHFFFAOYSA-N 1-[4-(7-benzyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC=1C=CC=CC=1)C2 PVHLAMRYIZNXBI-UHFFFAOYSA-N 0.000 claims 1
- FIYQHTZROQXJCR-QGZVFWFLSA-N 1-[4-[(8r)-7-(1,3-dioxolan-2-ylmethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC1OCCO1)[C@@H]2C FIYQHTZROQXJCR-QGZVFWFLSA-N 0.000 claims 1
- MQKMGSDPZMHVML-QGZVFWFLSA-N 1-[4-[(8r)-7-(2,6-dimethoxypyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)N=C(OC)C=1)[C@@H]2C MQKMGSDPZMHVML-QGZVFWFLSA-N 0.000 claims 1
- LRYYEBRUXZSCDP-GOSISDBHSA-N 1-[4-[(8r)-7-(2,6-dimethylpyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)[C@@H]2C LRYYEBRUXZSCDP-GOSISDBHSA-N 0.000 claims 1
- FRUQUVXWHBMUBQ-QGZVFWFLSA-N 1-[4-[(8r)-7-(2-chloro-6-methylpyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)N=C(C)C=1)[C@@H]2C FRUQUVXWHBMUBQ-QGZVFWFLSA-N 0.000 claims 1
- AFVBLDYMJMROCL-QGZVFWFLSA-N 1-[4-[(8r)-7-(4-chloro-6-methylpyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)C=C(C)N=1)[C@@H]2C AFVBLDYMJMROCL-QGZVFWFLSA-N 0.000 claims 1
- NDPPHNMVTDSAFU-HNAYVOBHSA-N 1-[4-[(8r)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN[C@@H]2CC#N NDPPHNMVTDSAFU-HNAYVOBHSA-N 0.000 claims 1
- UTMQCXASYVLQBJ-PGRDOPGGSA-N 1-[4-[(8r)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C)[C@@H]2CC#N UTMQCXASYVLQBJ-PGRDOPGGSA-N 0.000 claims 1
- KAOQIYYLGAOMIG-LAUBAEHRSA-N 1-[4-[(8r)-8-(cyanomethyl)-7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC)[C@@H]2CC#N KAOQIYYLGAOMIG-LAUBAEHRSA-N 0.000 claims 1
- QKNNTEULXASEAX-HOTGVXAUSA-N 1-[4-[(8s)-7,8-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C)[C@H]2C QKNNTEULXASEAX-HOTGVXAUSA-N 0.000 claims 1
- FIYQHTZROQXJCR-KRWDZBQOSA-N 1-[4-[(8s)-7-(1,3-dioxolan-2-ylmethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC1OCCO1)[C@H]2C FIYQHTZROQXJCR-KRWDZBQOSA-N 0.000 claims 1
- LRYYEBRUXZSCDP-SFHVURJKSA-N 1-[4-[(8s)-7-(2,6-dimethylpyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)[C@H]2C LRYYEBRUXZSCDP-SFHVURJKSA-N 0.000 claims 1
- AFVBLDYMJMROCL-KRWDZBQOSA-N 1-[4-[(8s)-7-(4-chloro-6-methylpyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)C=C(C)N=1)[C@H]2C AFVBLDYMJMROCL-KRWDZBQOSA-N 0.000 claims 1
- NDPPHNMVTDSAFU-KXBFYZLASA-N 1-[4-[(8s)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN[C@H]2CC#N NDPPHNMVTDSAFU-KXBFYZLASA-N 0.000 claims 1
- UTMQCXASYVLQBJ-AVRDEDQJSA-N 1-[4-[(8s)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C)[C@H]2CC#N UTMQCXASYVLQBJ-AVRDEDQJSA-N 0.000 claims 1
- BGOOSPGALTUPIG-UHFFFAOYSA-N 1-[4-[4-(3,3-dimethylmorpholin-4-yl)-7-(2-methoxyethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2C(COCC2)(C)C)=NC2=C1CCN(CCOC)C2 BGOOSPGALTUPIG-UHFFFAOYSA-N 0.000 claims 1
- VKNRIIVSYZIGKQ-UHFFFAOYSA-N 1-[4-[4-(3,6-dihydro-2h-pyran-4-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1C=2CCOCC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 VKNRIIVSYZIGKQ-UHFFFAOYSA-N 0.000 claims 1
- NWLACGCUQITDEV-UHFFFAOYSA-N 1-[4-[4-(3-methylmorpholin-4-yl)-7-propanoyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2,2,2-trifluoroethyl)urea Chemical compound C1N(C(=O)CC)CCC2=C1N=C(C=1C=CC(NC(=O)NCC(F)(F)F)=CC=1)N=C2N1CCOCC1C NWLACGCUQITDEV-UHFFFAOYSA-N 0.000 claims 1
- FZDDWCXMXWMWMO-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-hydroxyethyl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCNC2 FZDDWCXMXWMWMO-KRWDZBQOSA-N 0.000 claims 1
- YFJSMESLYVMZLD-FQEVSTJZSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 YFJSMESLYVMZLD-FQEVSTJZSA-N 0.000 claims 1
- KDDWBAMYDUGMNX-FQEVSTJZSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-hydroxyethyl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 KDDWBAMYDUGMNX-FQEVSTJZSA-N 0.000 claims 1
- FCXDRULXMJBVKD-NRFANRHFSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(oxetan-3-yl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 FCXDRULXMJBVKD-NRFANRHFSA-N 0.000 claims 1
- LRFQTYFPMHOIBH-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 LRFQTYFPMHOIBH-KRWDZBQOSA-N 0.000 claims 1
- AQUKHHVKBXACQV-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 AQUKHHVKBXACQV-SFHVURJKSA-N 0.000 claims 1
- QRNDHTQOHZQORK-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C1COC1)C2 QRNDHTQOHZQORK-INIZCTEOSA-N 0.000 claims 1
- XVBXYTTVFZKLQO-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC(C)=C3)=CC=2)=NC2=C1CCN(C1COC1)C2 XVBXYTTVFZKLQO-INIZCTEOSA-N 0.000 claims 1
- UKFQNJOKTVLIPJ-HNNXBMFYSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,3,4-oxadiazol-2-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3OC(C)=NN=3)=CC=2)=NC2=C1CCN(C1COC1)C2 UKFQNJOKTVLIPJ-HNNXBMFYSA-N 0.000 claims 1
- GJKPCPWSMPBAMJ-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(oxetan-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC2=C1CCN(C1COC1)C2 GJKPCPWSMPBAMJ-INIZCTEOSA-N 0.000 claims 1
- QYIWLYAEDVNTOV-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COC1)C2 QYIWLYAEDVNTOV-KRWDZBQOSA-N 0.000 claims 1
- IUISKHRMZAQDID-IBGZPJMESA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-methylpyrazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3N(N=CC=3)C)=CC=2)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 IUISKHRMZAQDID-IBGZPJMESA-N 0.000 claims 1
- ODNFJOWFVHTMGI-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=NOC=C3)=CC=1)N=C2N1CCOC[C@@H]1C ODNFJOWFVHTMGI-KRWDZBQOSA-N 0.000 claims 1
- LZSGEMHLPRUBMQ-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-4-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=CN(C)N=C3)=CC=1)N=C2N1CCOC[C@@H]1C LZSGEMHLPRUBMQ-SFHVURJKSA-N 0.000 claims 1
- XAJPHEVLLBBVPT-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,2-oxazol-3-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=NOC(C)=C3)=CC=1)N=C2N1CCOC[C@@H]1C XAJPHEVLLBBVPT-KRWDZBQOSA-N 0.000 claims 1
- WANYHUWJEPZTEO-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,3,4-oxadiazol-2-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC=3OC(C)=NN=3)=CC=1)N=C2N1CCOC[C@@H]1C WANYHUWJEPZTEO-INIZCTEOSA-N 0.000 claims 1
- JSDGYZHQXWOVBC-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(3-methyl-1,2-oxazol-5-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3ON=C(C)C=3)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 JSDGYZHQXWOVBC-SFHVURJKSA-N 0.000 claims 1
- VZTLRZWXJPDFNH-RXVVDRJESA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-[(3s)-oxolan-3-yl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)N[C@@H]3COCC3)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 VZTLRZWXJPDFNH-RXVVDRJESA-N 0.000 claims 1
- NKODPJKDWDCNPD-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 NKODPJKDWDCNPD-KRWDZBQOSA-N 0.000 claims 1
- HNENOXZOPZIVOW-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NN(C)C=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 HNENOXZOPZIVOW-SFHVURJKSA-N 0.000 claims 1
- FMGZVLQNVZPLDK-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-4-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=CN(C)N=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 FMGZVLQNVZPLDK-SFHVURJKSA-N 0.000 claims 1
- QZFVFXAPMZTSPK-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-methylpyrazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3N(N=CC=3)C)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 QZFVFXAPMZTSPK-SFHVURJKSA-N 0.000 claims 1
- RGYKEFRGSFNXHC-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(3-methyl-1,2-oxazol-5-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3ON=C(C)C=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 RGYKEFRGSFNXHC-SFHVURJKSA-N 0.000 claims 1
- AYBFPQLKDHRKGC-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 AYBFPQLKDHRKGC-SFHVURJKSA-N 0.000 claims 1
- KMLIKZUQNYTSBQ-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 KMLIKZUQNYTSBQ-KRWDZBQOSA-N 0.000 claims 1
- QLKBILJXKRJJOC-SFHVURJKSA-N 1-[4-[7-(1,3-dioxan-2-ylmethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1OCCCO1)C2 QLKBILJXKRJJOC-SFHVURJKSA-N 0.000 claims 1
- HZLYYKGUXYZFOL-KRWDZBQOSA-N 1-[4-[7-(1,3-dioxolan-2-ylmethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1OCCO1)C2 HZLYYKGUXYZFOL-KRWDZBQOSA-N 0.000 claims 1
- FIYQHTZROQXJCR-UHFFFAOYSA-N 1-[4-[7-(1,3-dioxolan-2-ylmethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC1OCCO1)C2C FIYQHTZROQXJCR-UHFFFAOYSA-N 0.000 claims 1
- ZXPICDZJWDEVNC-KRWDZBQOSA-N 1-[4-[7-(1-cyanocyclopropanecarbonyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C1(CC1)C#N)C2 ZXPICDZJWDEVNC-KRWDZBQOSA-N 0.000 claims 1
- HOURXDLOHGKUCQ-UHFFFAOYSA-N 1-[4-[7-(1-cyanocyclopropanecarbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C1(CC1)C#N)C2 HOURXDLOHGKUCQ-UHFFFAOYSA-N 0.000 claims 1
- ITCBUVDCCORTIU-UHFFFAOYSA-N 1-[4-[7-(1-cyclopropylpiperidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCN(CC1)C1CC1)C2 ITCBUVDCCORTIU-UHFFFAOYSA-N 0.000 claims 1
- JUTDBFZMMZPLCR-HNNXBMFYSA-N 1-[4-[7-(2,2-difluoroethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(F)F)C2 JUTDBFZMMZPLCR-HNNXBMFYSA-N 0.000 claims 1
- MLIGTOZJKGBENW-UHFFFAOYSA-N 1-[4-[7-(2,2-dimethylpropanoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C(C)(C)C)C2 MLIGTOZJKGBENW-UHFFFAOYSA-N 0.000 claims 1
- AFMXAFOQNAZZOR-SFHVURJKSA-N 1-[4-[7-(2,2-dimethylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)C)C2 AFMXAFOQNAZZOR-SFHVURJKSA-N 0.000 claims 1
- CVNGSXXDANFZJU-KRWDZBQOSA-N 1-[4-[7-(2,6-dimethoxypyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(OC)N=C(OC)C=1)C2 CVNGSXXDANFZJU-KRWDZBQOSA-N 0.000 claims 1
- MQKMGSDPZMHVML-UHFFFAOYSA-N 1-[4-[7-(2,6-dimethoxypyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)N=C(OC)C=1)C2C MQKMGSDPZMHVML-UHFFFAOYSA-N 0.000 claims 1
- WIGQXPIMNCZOHM-SFHVURJKSA-N 1-[4-[7-(2,6-dimethylpyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)C2 WIGQXPIMNCZOHM-SFHVURJKSA-N 0.000 claims 1
- KOMAHRDUTXCONW-UHFFFAOYSA-N 1-[4-[7-(2,6-dimethylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)C2 KOMAHRDUTXCONW-UHFFFAOYSA-N 0.000 claims 1
- TVNKOPSJAIZIHT-HNNXBMFYSA-N 1-[4-[7-(2-aminoacetyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)CN)C2 TVNKOPSJAIZIHT-HNNXBMFYSA-N 0.000 claims 1
- ZXBJZDUOHKHGEB-UHFFFAOYSA-N 1-[4-[7-(2-aminopyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(N)N=CC=1)C2 ZXBJZDUOHKHGEB-UHFFFAOYSA-N 0.000 claims 1
- RPLKQQBOEPWFCP-KRWDZBQOSA-N 1-[4-[7-(2-chloro-6-methylpyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=C(Cl)N=C(C)C=1)C2 RPLKQQBOEPWFCP-KRWDZBQOSA-N 0.000 claims 1
- LKYSEFZAXALNIJ-UHFFFAOYSA-N 1-[4-[7-(2-chloro-6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)N=C(C)C=1)C2 LKYSEFZAXALNIJ-UHFFFAOYSA-N 0.000 claims 1
- WNUXYNGUFCJADD-INIZCTEOSA-N 1-[4-[7-(2-cyanoacetyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)CC#N)C2 WNUXYNGUFCJADD-INIZCTEOSA-N 0.000 claims 1
- LGRLSCIPOCTHOH-KRWDZBQOSA-N 1-[4-[7-(2-cyanoethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC#N)C2 LGRLSCIPOCTHOH-KRWDZBQOSA-N 0.000 claims 1
- ALSMLUSPPOLUKQ-SFHVURJKSA-N 1-[4-[7-(2-cyclopropylethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC1CC1)C2 ALSMLUSPPOLUKQ-SFHVURJKSA-N 0.000 claims 1
- CAWRSMUWTMWVRL-SFHVURJKSA-N 1-[4-[7-(2-ethoxyethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCOCC)C2 CAWRSMUWTMWVRL-SFHVURJKSA-N 0.000 claims 1
- ZHFZULAISKELOH-IBGZPJMESA-N 1-[4-[7-(3,3-dimethylbutyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC(C)(C)C)C2 ZHFZULAISKELOH-IBGZPJMESA-N 0.000 claims 1
- PZCWRUNAEWIYGP-UHFFFAOYSA-N 1-[4-[7-(3-chloropyrazin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1C(=NC=CN=1)Cl)C2 PZCWRUNAEWIYGP-UHFFFAOYSA-N 0.000 claims 1
- DRTQRYGPJLZZMP-UHFFFAOYSA-N 1-[4-[7-(3-chloropyrazine-2-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C(=NC=CN=1)Cl)C2 DRTQRYGPJLZZMP-UHFFFAOYSA-N 0.000 claims 1
- JVPWJEXBSGEEQD-UHFFFAOYSA-N 1-[4-[7-(3-cyanopyrazin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1C(=NC=CN=1)C#N)C2 JVPWJEXBSGEEQD-UHFFFAOYSA-N 0.000 claims 1
- NSOSEUKLQCQDOH-UHFFFAOYSA-N 1-[4-[7-(3-cyanopyridin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1C(=CC=CN=1)C#N)C2 NSOSEUKLQCQDOH-UHFFFAOYSA-N 0.000 claims 1
- WXKXALAJQUYMME-UHFFFAOYSA-N 1-[4-[7-(4,6-dimethoxypyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)C=C(OC)N=1)C2 WXKXALAJQUYMME-UHFFFAOYSA-N 0.000 claims 1
- RXLBZRLEABZGNX-UHFFFAOYSA-N 1-[4-[7-(4,6-dimethylpyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=C(C)C=C(C)N=1)C2 RXLBZRLEABZGNX-UHFFFAOYSA-N 0.000 claims 1
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- TZIMAPMNJVFWEH-IBGZPJMESA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 TZIMAPMNJVFWEH-IBGZPJMESA-N 0.000 claims 1
- FRLHWPNVASPRGU-SFHVURJKSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 FRLHWPNVASPRGU-SFHVURJKSA-N 0.000 claims 1
- BEPZUMMGJHUYKA-SFHVURJKSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 BEPZUMMGJHUYKA-SFHVURJKSA-N 0.000 claims 1
- KACQECAXPNDQRH-SFHVURJKSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 KACQECAXPNDQRH-SFHVURJKSA-N 0.000 claims 1
- KDSQENPUJWGXLC-KRWDZBQOSA-N 1-cyclobutyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 KDSQENPUJWGXLC-KRWDZBQOSA-N 0.000 claims 1
- FDUSYBSFUXQUPB-UHFFFAOYSA-N 1-cyclopentyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NC1CCCC1 FDUSYBSFUXQUPB-UHFFFAOYSA-N 0.000 claims 1
- QGHKMWUAZMCPIB-UHFFFAOYSA-N 1-cyclopropyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NC1CC1 QGHKMWUAZMCPIB-UHFFFAOYSA-N 0.000 claims 1
- MAFPUZOQSDXUQI-UHFFFAOYSA-N 1-ethyl-3-[2-fluoro-4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=C(F)C(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 MAFPUZOQSDXUQI-UHFFFAOYSA-N 0.000 claims 1
- ROSPVOKXEIUKPD-SFHVURJKSA-N 1-ethyl-3-[2-methyl-4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=C(C)C(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 ROSPVOKXEIUKPD-SFHVURJKSA-N 0.000 claims 1
- ANGLRRNFDQEMOI-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-piperidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCNCC1)C2 ANGLRRNFDQEMOI-UHFFFAOYSA-N 0.000 claims 1
- WAOYOTAWAFPMKA-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-propanoyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)CC)C2 WAOYOTAWAFPMKA-UHFFFAOYSA-N 0.000 claims 1
- DXKSCWKPRQTLGV-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-pyridin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CC=1)C2 DXKSCWKPRQTLGV-UHFFFAOYSA-N 0.000 claims 1
- GONDQBGXBXPIQL-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 GONDQBGXBXPIQL-UHFFFAOYSA-N 0.000 claims 1
- AIIRZUPOXXVTIM-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=CC=1)C2 AIIRZUPOXXVTIM-UHFFFAOYSA-N 0.000 claims 1
- LLROFXKMFAJSRE-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-quinolin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C3C=CC=CC3=CC=1)C2 LLROFXKMFAJSRE-UHFFFAOYSA-N 0.000 claims 1
- QHAFUCUKJCHENF-UHFFFAOYSA-N 1-ethyl-3-[4-(7-ethylsulfonyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(S(=O)(=O)CC)C2 QHAFUCUKJCHENF-UHFFFAOYSA-N 0.000 claims 1
- YBQQKZNALVVLKI-UHFFFAOYSA-N 1-ethyl-3-[4-(7-formyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=O)C2 YBQQKZNALVVLKI-UHFFFAOYSA-N 0.000 claims 1
- FIPDNVBPIVBENA-UHFFFAOYSA-N 1-ethyl-3-[4-(7-methylsulfonyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(S(C)(=O)=O)C2 FIPDNVBPIVBENA-UHFFFAOYSA-N 0.000 claims 1
- MNDVMWHWTORNOC-MRXNPFEDSA-N 1-ethyl-3-[4-[(8r)-7-(5-fluoropyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)[C@@H]2C MNDVMWHWTORNOC-MRXNPFEDSA-N 0.000 claims 1
- UNZROQNYUHMDLS-DLBZAZTESA-N 1-ethyl-3-[4-[(8r)-7-ethyl-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC)[C@@H]2C UNZROQNYUHMDLS-DLBZAZTESA-N 0.000 claims 1
- UKTSLHQACPLECV-GOSISDBHSA-N 1-ethyl-3-[4-[(8r)-8-(2-hydroxyethyl)-4-morpholin-4-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN[C@@H]2CCO UKTSLHQACPLECV-GOSISDBHSA-N 0.000 claims 1
- PZFXDKFPILQZMV-OAQYLSRUSA-N 1-ethyl-3-[4-[(8r)-8-(2-hydroxyethyl)-7-(2-methoxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CCOC)[C@@H]2CCO PZFXDKFPILQZMV-OAQYLSRUSA-N 0.000 claims 1
- RISIKBBPPVYYEF-JOCHJYFZSA-N 1-ethyl-3-[4-[(8r)-8-(2-hydroxyethyl)-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@@H]2CCO RISIKBBPPVYYEF-JOCHJYFZSA-N 0.000 claims 1
- VVWKJUZAOQZJLR-MRXNPFEDSA-N 1-ethyl-3-[4-[(8r)-8-methyl-4-morpholin-4-yl-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1COC1)[C@@H]2C VVWKJUZAOQZJLR-MRXNPFEDSA-N 0.000 claims 1
- XFAGCZLLEULQGA-GOSISDBHSA-N 1-ethyl-3-[4-[(8r)-8-methyl-4-morpholin-4-yl-7-(pyrimidin-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC=1N=CC=CN=1)[C@@H]2C XFAGCZLLEULQGA-GOSISDBHSA-N 0.000 claims 1
- SWIMSWBWEIBPMI-QGZVFWFLSA-N 1-ethyl-3-[4-[(8r)-8-methyl-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@@H]2C SWIMSWBWEIBPMI-QGZVFWFLSA-N 0.000 claims 1
- RBMNUMNJWJQJDN-GOSISDBHSA-N 1-ethyl-3-[4-[(8r)-8-methyl-7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)[C@@H]2C RBMNUMNJWJQJDN-GOSISDBHSA-N 0.000 claims 1
- MNDVMWHWTORNOC-INIZCTEOSA-N 1-ethyl-3-[4-[(8s)-7-(5-fluoropyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)[C@H]2C MNDVMWHWTORNOC-INIZCTEOSA-N 0.000 claims 1
- UKTSLHQACPLECV-SFHVURJKSA-N 1-ethyl-3-[4-[(8s)-8-(2-hydroxyethyl)-4-morpholin-4-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN[C@H]2CCO UKTSLHQACPLECV-SFHVURJKSA-N 0.000 claims 1
- RISIKBBPPVYYEF-QFIPXVFZSA-N 1-ethyl-3-[4-[(8s)-8-(2-hydroxyethyl)-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@H]2CCO RISIKBBPPVYYEF-QFIPXVFZSA-N 0.000 claims 1
- UWICNJLFXGQKPH-ROUUACIJSA-N 1-ethyl-3-[4-[(8s)-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)[C@H]2C UWICNJLFXGQKPH-ROUUACIJSA-N 0.000 claims 1
- VVWKJUZAOQZJLR-INIZCTEOSA-N 1-ethyl-3-[4-[(8s)-8-methyl-4-morpholin-4-yl-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1COC1)[C@H]2C VVWKJUZAOQZJLR-INIZCTEOSA-N 0.000 claims 1
- XFAGCZLLEULQGA-SFHVURJKSA-N 1-ethyl-3-[4-[(8s)-8-methyl-4-morpholin-4-yl-7-(pyrimidin-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC=1N=CC=CN=1)[C@H]2C XFAGCZLLEULQGA-SFHVURJKSA-N 0.000 claims 1
- SWIMSWBWEIBPMI-KRWDZBQOSA-N 1-ethyl-3-[4-[(8s)-8-methyl-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@H]2C SWIMSWBWEIBPMI-KRWDZBQOSA-N 0.000 claims 1
- RBMNUMNJWJQJDN-SFHVURJKSA-N 1-ethyl-3-[4-[(8s)-8-methyl-7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)[C@H]2C RBMNUMNJWJQJDN-SFHVURJKSA-N 0.000 claims 1
- ZHEVUMQAYMMUOB-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(1,4-oxazepan-4-yl)-7-[4-(trifluoromethyl)pyrimidin-2-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=C(C=CN=1)C(F)(F)F)C2 ZHEVUMQAYMMUOB-UHFFFAOYSA-N 0.000 claims 1
- OKLQOMGOWWZPQR-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(2-methylmorpholin-4-yl)-7-(1,3-thiazole-5-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CC(C)OCC2)=NC2=C1CCN(C(=O)C=1SC=NC=1)C2 OKLQOMGOWWZPQR-UHFFFAOYSA-N 0.000 claims 1
- HHKKPWUGMZOUFU-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(2-methylmorpholin-4-yl)-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CC(C)OCC2)=NC2=C1CCN(C1COC1)C2 HHKKPWUGMZOUFU-UHFFFAOYSA-N 0.000 claims 1
- AOZZVSNHLHYTPP-UGNFMNBCSA-N 1-ethyl-3-[4-[4-(3-methylmorpholin-4-yl)-7-[(2s)-oxolane-2-carbonyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2C(COCC2)C)=NC2=C1CCN(C(=O)[C@H]1OCCC1)C2 AOZZVSNHLHYTPP-UGNFMNBCSA-N 0.000 claims 1
- JGOMMAYWJZYGEG-NNBQYGFHSA-N 1-ethyl-3-[4-[4-(3-methylmorpholin-4-yl)-7-[(3s)-oxolane-3-carbonyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2C(COCC2)C)=NC2=C1CCN(C(=O)[C@@H]1COCC1)C2 JGOMMAYWJZYGEG-NNBQYGFHSA-N 0.000 claims 1
- ULTDDJQATAYSNM-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(oxan-4-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1C2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ULTDDJQATAYSNM-UHFFFAOYSA-N 0.000 claims 1
- MEYLWEILYQGQQH-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1r,5s)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound N1([C@]2([H])CC[C@]1(COC2)[H])C(C=1CCN(CC=1N=1)C(C)C)=NC=1C1=CC=C(NC(=O)NCC)C=C1 MEYLWEILYQGQQH-BGYRXZFFSA-N 0.000 claims 1
- GTESUHPJGSIADF-OALUTQOASA-N 1-ethyl-3-[4-[4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=NC=CC=N1 GTESUHPJGSIADF-OALUTQOASA-N 0.000 claims 1
- NJALXOLAXUVMFY-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1COC1 NJALXOLAXUVMFY-BGYRXZFFSA-N 0.000 claims 1
- BHCAYEAZLNNTDV-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CCN(CC=1N=1)C(C)C)=NC=1C1=CC=C(NC(=O)NCC)C=C1 BHCAYEAZLNNTDV-BGYRXZFFSA-N 0.000 claims 1
- OKBASMBUIJJATA-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=NC=CC=N1 OKBASMBUIJJATA-BGYRXZFFSA-N 0.000 claims 1
- DXVKXAXORGPVCN-CQSZACIVSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCNC2 DXVKXAXORGPVCN-CQSZACIVSA-N 0.000 claims 1
- NOBOMMMEODGDGV-MRXNPFEDSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 NOBOMMMEODGDGV-MRXNPFEDSA-N 0.000 claims 1
- CEUZIUWDFOOCOK-GOSISDBHSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 CEUZIUWDFOOCOK-GOSISDBHSA-N 0.000 claims 1
- WQBAZXIQANTUOY-QGZVFWFLSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 WQBAZXIQANTUOY-QGZVFWFLSA-N 0.000 claims 1
- OVIDHWMXFBKIOS-QGZVFWFLSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C=1N=CN=CC=1)C2 OVIDHWMXFBKIOS-QGZVFWFLSA-N 0.000 claims 1
- FNEQBMPZQMEHDM-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCNC2 FNEQBMPZQMEHDM-KRWDZBQOSA-N 0.000 claims 1
- UWMNQDIABSIXEO-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(5-fluoropyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 UWMNQDIABSIXEO-FQEVSTJZSA-N 0.000 claims 1
- BSJUVKOZRUJXCU-NRFANRHFSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(oxan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C1CCOCC1)C2 BSJUVKOZRUJXCU-NRFANRHFSA-N 0.000 claims 1
- CKHSZDYRGSLRMH-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C1COC1)C2 CKHSZDYRGSLRMH-IBGZPJMESA-N 0.000 claims 1
- IIGKVRRWMTXWQJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(trifluoromethylsulfonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(S(=O)(=O)C(F)(F)F)C2 IIGKVRRWMTXWQJ-KRWDZBQOSA-N 0.000 claims 1
- LXIQSBGXYNJMHT-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-formyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C=O)C2 LXIQSBGXYNJMHT-SFHVURJKSA-N 0.000 claims 1
- DEAIZNDRKLRSDG-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-methylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(S(C)(=O)=O)C2 DEAIZNDRKLRSDG-SFHVURJKSA-N 0.000 claims 1
- PIZQRDRWFRZBOU-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C=1N=CC=CN=1)C2 PIZQRDRWFRZBOU-FQEVSTJZSA-N 0.000 claims 1
- GKVOTXQBCIYYJV-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(oxetan-3-yl)-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CN(C1COC1)CC2 GKVOTXQBCIYYJV-INIZCTEOSA-N 0.000 claims 1
- WJVWIJFCYSAUBO-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3,5-triazin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=CN=1)C2 WJVWIJFCYSAUBO-INIZCTEOSA-N 0.000 claims 1
- KQOMJXPJSHEDIE-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3-thiazol-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1SC=CN=1)C2 KQOMJXPJSHEDIE-INIZCTEOSA-N 0.000 claims 1
- NOBOMMMEODGDGV-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 NOBOMMMEODGDGV-INIZCTEOSA-N 0.000 claims 1
- YIMYACKJHRFUDU-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methyl-2-oxopyridin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1=CC(=O)N(C)C=C1)C2 YIMYACKJHRFUDU-SFHVURJKSA-N 0.000 claims 1
- GGBIJLHPDJOBBN-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methyl-6-oxopyridin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N(C(=O)C=CC=1)C)C2 GGBIJLHPDJOBBN-SFHVURJKSA-N 0.000 claims 1
- VMNVWMNICPWSGM-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methyl-6-oxopyridin-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1=CN(C)C(=O)C=C1)C2 VMNVWMNICPWSGM-SFHVURJKSA-N 0.000 claims 1
- LNRDQUYXEAONDR-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methylpiperidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CCN(C)CC1)C2 LNRDQUYXEAONDR-IBGZPJMESA-N 0.000 claims 1
- GJGZNKWGPXBKQR-XJDOXCRVSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-pyridin-3-ylethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C=1C=NC=CC=1)C2 GJGZNKWGPXBKQR-XJDOXCRVSA-N 0.000 claims 1
- ZLNTYBOBIPJSSF-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2,2,2-trifluoroethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(F)(F)F)C2 ZLNTYBOBIPJSSF-HNNXBMFYSA-N 0.000 claims 1
- FLHZJOFALAWJAH-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpropyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)C)C2 FLHZJOFALAWJAH-SFHVURJKSA-N 0.000 claims 1
- SSAYMYMTSUJLAI-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpropylsulfonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)CC(C)C)C2 SSAYMYMTSUJLAI-SFHVURJKSA-N 0.000 claims 1
- GSUXSSNYCNSHCU-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=CC=1)CC2 GSUXSSNYCNSHCU-SFHVURJKSA-N 0.000 claims 1
- OESWUISVDCHYDK-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 OESWUISVDCHYDK-KRWDZBQOSA-N 0.000 claims 1
- IXXADZGWCMOVOD-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylsulfonylethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCS(C)(=O)=O)C2 IXXADZGWCMOVOD-KRWDZBQOSA-N 0.000 claims 1
- ILGSVUKMUAAUDX-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-morpholin-4-yl-2-oxoethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1CCOCC1)C2 ILGSVUKMUAAUDX-IBGZPJMESA-N 0.000 claims 1
- YZFLJHOFKUJLER-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-oxo-2-pyrrolidin-1-ylethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1CCCC1)C2 YZFLJHOFKUJLER-IBGZPJMESA-N 0.000 claims 1
- BHQVZJBRLXMAGL-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-methyl-1,2,4-thiadiazol-5-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1SN=C(C)N=1)C2 BHQVZJBRLXMAGL-HNNXBMFYSA-N 0.000 claims 1
- JTLBICJRDXMTBQ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-methyloxetane-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C1(C)COC1)C2 JTLBICJRDXMTBQ-KRWDZBQOSA-N 0.000 claims 1
- ITAIJQLNCGAQKM-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-oxocyclohexen-1-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1CCCC(=O)C=1)C2 ITAIJQLNCGAQKM-SFHVURJKSA-N 0.000 claims 1
- GJBQOQYVHRMDRI-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-oxocyclopenten-1-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1CCC(=O)C=1)C2 GJBQOQYVHRMDRI-KRWDZBQOSA-N 0.000 claims 1
- LCOCKZDKCKMWDJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(4-methyl-1,3-thiazol-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1SC=C(C)N=1)C2 LCOCKZDKCKMWDJ-KRWDZBQOSA-N 0.000 claims 1
- LVGNJTOYOJYFMW-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-methyl-1,3,4-oxadiazol-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1OC(C)=NN=1)C2 LVGNJTOYOJYFMW-HNNXBMFYSA-N 0.000 claims 1
- KWVVCUWBVNUVJW-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-methyl-1,3,4-oxadiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1OC(C)=NN=1)C2 KWVVCUWBVNUVJW-HNNXBMFYSA-N 0.000 claims 1
- YTALTNPKIHUGBM-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-methylpyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC(C)=CN=1)C2 YTALTNPKIHUGBM-SFHVURJKSA-N 0.000 claims 1
- PRRUKSACBLTWQS-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-oxo-2h-furan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1COC(=O)C=1)C2 PRRUKSACBLTWQS-INIZCTEOSA-N 0.000 claims 1
- ZLUZKYLYTXEBHB-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyridazin-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=NC(C)=CC=1)C2 ZLUZKYLYTXEBHB-SFHVURJKSA-N 0.000 claims 1
- AGUMZUZMKHDHBP-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)CC2 AGUMZUZMKHDHBP-IBGZPJMESA-N 0.000 claims 1
- JFXLXTLDGUAURJ-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 JFXLXTLDGUAURJ-SFHVURJKSA-N 0.000 claims 1
- JKZDDUYOSZWIQA-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxan-4-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1CCOCC1)C2 JKZDDUYOSZWIQA-IBGZPJMESA-N 0.000 claims 1
- RGJOJUGRHPQXGF-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COC1)C2 RGJOJUGRHPQXGF-INIZCTEOSA-N 0.000 claims 1
- VOSAEYQHGSZZBF-YMXDCFFPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxolan-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1OCCC1)C2 VOSAEYQHGSZZBF-YMXDCFFPSA-N 0.000 claims 1
- RPBUVQMKWYMUKC-DIMJTDRSSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxolan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COCC1)C2 RPBUVQMKWYMUKC-DIMJTDRSSA-N 0.000 claims 1
- BWOQUIUERUBZBJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyrazine-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1N=CC=NC=1)C2 BWOQUIUERUBZBJ-KRWDZBQOSA-N 0.000 claims 1
- LQRUKINDZFKKGG-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridin-3-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=NC=CC=1)C2 LQRUKINDZFKKGG-IBGZPJMESA-N 0.000 claims 1
- WSDSTEQFXJKMKE-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridin-4-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=CN=CC=1)C2 WSDSTEQFXJKMKE-IBGZPJMESA-N 0.000 claims 1
- NICYXMDAAHSJBL-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyrimidin-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N=CC=CN=1)C2 NICYXMDAAHSJBL-SFHVURJKSA-N 0.000 claims 1
- KZXJTAHMWTYOGU-PBVYKCSPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyrrolidine-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C1NCCC1)C2 KZXJTAHMWTYOGU-PBVYKCSPSA-N 0.000 claims 1
- CLBUMWXSGBBQMN-AWEZNQCLSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(trifluoromethylsulfonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)C(F)(F)F)C2 CLBUMWXSGBBQMN-AWEZNQCLSA-N 0.000 claims 1
- GBEPSOLQANLUCG-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(2-methylpyrazol-3-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N(N=CC=1)C)C2 GBEPSOLQANLUCG-SFHVURJKSA-N 0.000 claims 1
- CDHWAYZWWOSNKJ-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(2-methylpyridin-4-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=C(C)N=CC=1)C2 CDHWAYZWWOSNKJ-FQEVSTJZSA-N 0.000 claims 1
- ZGFJKBNHCSKPFR-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(2-methylpyrimidin-5-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=NC(C)=NC=1)C2 ZGFJKBNHCSKPFR-SFHVURJKSA-N 0.000 claims 1
- LIRUUVZOCVVAGI-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(3-methyloxetan-3-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1(C)COC1)C2 LIRUUVZOCVVAGI-SFHVURJKSA-N 0.000 claims 1
- RPBUVQMKWYMUKC-FXAWDEMLSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(3r)-oxolan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN([C@H]1COCC1)C2 RPBUVQMKWYMUKC-FXAWDEMLSA-N 0.000 claims 1
- NUNRWBXNLAYFBD-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(6-methylpyridin-2-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N=C(C)C=CC=1)C2 NUNRWBXNLAYFBD-FQEVSTJZSA-N 0.000 claims 1
- CTUMDHPUEMFZFG-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(6-methylpyridin-3-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=NC(C)=CC=1)C2 CTUMDHPUEMFZFG-FQEVSTJZSA-N 0.000 claims 1
- NFTNLYSRSKEKCY-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1CCN(C)CC1)C2 NFTNLYSRSKEKCY-FQEVSTJZSA-N 0.000 claims 1
- MMWQQNUEORDNTP-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[2-(trifluoromethyl)pyrimidin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(N=CC=1)C(F)(F)F)C2 MMWQQNUEORDNTP-INIZCTEOSA-N 0.000 claims 1
- ALFXSAKFBJRZMK-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[2-[(2-methylpropan-2-yl)oxy]ethyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCOC(C)(C)C)C2 ALFXSAKFBJRZMK-IBGZPJMESA-N 0.000 claims 1
- VRMCIHPRJUBFJP-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[4-(trifluoromethyl)pyrimidin-2-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C=CN=1)C(F)(F)F)C2 VRMCIHPRJUBFJP-INIZCTEOSA-N 0.000 claims 1
- VOSAEYQHGSZZBF-GHTZIAJQSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[[(2r)-oxolan-2-yl]methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@@H]1OCCC1)C2 VOSAEYQHGSZZBF-GHTZIAJQSA-N 0.000 claims 1
- VOSAEYQHGSZZBF-RXVVDRJESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[[(2s)-oxolan-2-yl]methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@H]1OCCC1)C2 VOSAEYQHGSZZBF-RXVVDRJESA-N 0.000 claims 1
- KILMPEAWHPLJJQ-RBUKOAKNSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[[(3r)-oxolan-3-yl]methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@@H]1COCC1)C2 KILMPEAWHPLJJQ-RBUKOAKNSA-N 0.000 claims 1
- TUXSNTZYUNPGSL-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-methylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(C)(=O)=O)C2 TUXSNTZYUNPGSL-HNNXBMFYSA-N 0.000 claims 1
- RWSCHRBISRWGQQ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C)C2 RWSCHRBISRWGQQ-KRWDZBQOSA-N 0.000 claims 1
- OPHLZZUPYGMXSK-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-ylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)C(C)C)C2 OPHLZZUPYGMXSK-KRWDZBQOSA-N 0.000 claims 1
- UVJOBNLVQHIBQH-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propanoyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)CC)C2 UVJOBNLVQHIBQH-INIZCTEOSA-N 0.000 claims 1
- VPULWAYXSQVWNJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1N(S(=O)(=O)CCC)CCC2=C1N=C(C=1C=CC(NC(=O)NCC)=CC=1)N=C2N1CCOC[C@@H]1C VPULWAYXSQVWNJ-KRWDZBQOSA-N 0.000 claims 1
- UHBBECJRCILYHF-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=NC=1)C2 UHBBECJRCILYHF-KRWDZBQOSA-N 0.000 claims 1
- FAUUWGBRPQXEOZ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyridazin-3-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=NC=CC=1)C2 FAUUWGBRPQXEOZ-KRWDZBQOSA-N 0.000 claims 1
- WQBAZXIQANTUOY-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 WQBAZXIQANTUOY-KRWDZBQOSA-N 0.000 claims 1
- BYDCZUUNGIVWGC-ZDUSSCGKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-8-oxo-6,7-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1=NC(N2[C@H](COCC2)C)=C(CCNC2=O)C2=N1 BYDCZUUNGIVWGC-ZDUSSCGKSA-N 0.000 claims 1
- QQGRITSLMPKOBG-UHFFFAOYSA-N 1-ethyl-3-[4-[4-[2-(methoxymethyl)morpholin-4-yl]-7-methyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CC(COC)OCC2)=NC2=C1CCN(C)C2 QQGRITSLMPKOBG-UHFFFAOYSA-N 0.000 claims 1
- WQHDUTHWBQGUIM-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(1,3-oxazole-4-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1N=COC=1)C2 WQHDUTHWBQGUIM-UHFFFAOYSA-N 0.000 claims 1
- YRHKHFMWYCLLTM-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(1,3-oxazole-5-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1OC=NC=1)C2 YRHKHFMWYCLLTM-UHFFFAOYSA-N 0.000 claims 1
- KVXNIXMOPZZFLR-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 KVXNIXMOPZZFLR-UHFFFAOYSA-N 0.000 claims 1
- YQHFRHWOSQWERW-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(2,2,2-trifluoroethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC(F)(F)F)C2 YQHFRHWOSQWERW-UHFFFAOYSA-N 0.000 claims 1
- RCVHEYZLGJTRNF-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(4-morpholin-4-ylpyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=CN=1)N1CCOCC1)C2 RCVHEYZLGJTRNF-UHFFFAOYSA-N 0.000 claims 1
- UECLEMCDBQTEFE-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(5-nitropyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(=CN=1)[N+]([O-])=O)C2 UECLEMCDBQTEFE-UHFFFAOYSA-N 0.000 claims 1
- CNHNOCUFAIDRCU-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(6-oxo-1h-pyridin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1NC(=O)C=CC=1)C2 CNHNOCUFAIDRCU-UHFFFAOYSA-N 0.000 claims 1
- NSQUXBZGRLBDGQ-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(6-phenylmethoxypyridin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OCC=3C=CC=CC=3)C=CC=1)C2 NSQUXBZGRLBDGQ-UHFFFAOYSA-N 0.000 claims 1
- VCTVGQYYVQEUQA-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(pyrazine-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1N=CC=NC=1)C2 VCTVGQYYVQEUQA-UHFFFAOYSA-N 0.000 claims 1
- RMRMUPPTMKFPLV-SFHVURJKSA-N 1-ethyl-3-[4-[7-(1-ethylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N(C=CN=1)CC)C2 RMRMUPPTMKFPLV-SFHVURJKSA-N 0.000 claims 1
- STPZNRZOLBJDOF-ZVAWYAOSSA-N 1-ethyl-3-[4-[7-(1-methoxypropan-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)COC)C2 STPZNRZOLBJDOF-ZVAWYAOSSA-N 0.000 claims 1
- RSOZDPHLUHFRGI-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(1-methyl-6-oxopyridin-3-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1=CN(C)C(=O)C=C1)C2 RSOZDPHLUHFRGI-UHFFFAOYSA-N 0.000 claims 1
- WKWQCAVPNSVKPK-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(1-methylazetidin-3-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CN(C)C1)C2 WKWQCAVPNSVKPK-KRWDZBQOSA-N 0.000 claims 1
- BALVINFSPVZXGT-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(1-methylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N(C=CN=1)C)C2 BALVINFSPVZXGT-KRWDZBQOSA-N 0.000 claims 1
- SOTZAMAPCAIEJP-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(1-methylpiperidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCN(C)CC1)C2 SOTZAMAPCAIEJP-UHFFFAOYSA-N 0.000 claims 1
- CBHCURCXOOINRN-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(1-methylsulfonylpiperidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCN(CC1)S(C)(=O)=O)C2 CBHCURCXOOINRN-UHFFFAOYSA-N 0.000 claims 1
- PPPKEUGIYRHNRA-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(2-fluoro-2-methylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)F)C2 PPPKEUGIYRHNRA-KRWDZBQOSA-N 0.000 claims 1
- PAJRPQATMSQJDB-MRXNPFEDSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3r)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)(C)O)C2 PAJRPQATMSQJDB-MRXNPFEDSA-N 0.000 claims 1
- PAJRPQATMSQJDB-INIZCTEOSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)(C)O)C2 PAJRPQATMSQJDB-INIZCTEOSA-N 0.000 claims 1
- SGBMEGKYYIPAHH-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 SGBMEGKYYIPAHH-UHFFFAOYSA-N 0.000 claims 1
- CDHXPBYVSRDILO-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)O)C2 CDHXPBYVSRDILO-KRWDZBQOSA-N 0.000 claims 1
- XMSWYDUJTANTLB-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methoxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CCOC)C2 XMSWYDUJTANTLB-UHFFFAOYSA-N 0.000 claims 1
- BKNRFDFUYGYHBC-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methoxyethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CCOC)C2C BKNRFDFUYGYHBC-UHFFFAOYSA-N 0.000 claims 1
- HPYUULXWSSUDER-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(2-methoxypyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(OC)N=CC=1)C2 HPYUULXWSSUDER-KRWDZBQOSA-N 0.000 claims 1
- SWYDRAXHQDAVFI-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methoxypyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)N=CC=1)C2 SWYDRAXHQDAVFI-UHFFFAOYSA-N 0.000 claims 1
- LQZTWTLWALPNSN-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methylpropanoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C(C)C)C2 LQZTWTLWALPNSN-UHFFFAOYSA-N 0.000 claims 1
- NIDLMSWUMTYHNT-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methylpyridine-3-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C(=NC=CC=1)C)C2 NIDLMSWUMTYHNT-UHFFFAOYSA-N 0.000 claims 1
- JTZWKNGRBFQLNZ-PMACEKPBSA-N 1-ethyl-3-[4-[7-(2-methylpyrimidin-4-yl)-4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=CC=NC(C)=N1 JTZWKNGRBFQLNZ-PMACEKPBSA-N 0.000 claims 1
- FNSZHWMNYKQGDA-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 FNSZHWMNYKQGDA-UHFFFAOYSA-N 0.000 claims 1
- XPWRPAAMCXIGFY-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(3-hydroxy-2,2-dimethylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)(C)CO)C2 XPWRPAAMCXIGFY-KRWDZBQOSA-N 0.000 claims 1
- ZFACTYXJKWNMLO-SFHVURJKSA-N 1-ethyl-3-[4-[7-(3-hydroxy-2,2-dimethylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)CO)C2 ZFACTYXJKWNMLO-SFHVURJKSA-N 0.000 claims 1
- XQNIGVBRJKXBFW-SFHVURJKSA-N 1-ethyl-3-[4-[7-(3-hydroxy-3-methylbutyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC(C)(C)O)C2 XQNIGVBRJKXBFW-SFHVURJKSA-N 0.000 claims 1
- SOLMPTOWRBTKBX-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(3-methyl-1,2,4-thiadiazol-5-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1SN=C(C)N=1)C2 SOLMPTOWRBTKBX-UHFFFAOYSA-N 0.000 claims 1
- LGFWCOYTEZADCQ-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(3-methyloxetane-3-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C1(C)COC1)C2 LGFWCOYTEZADCQ-UHFFFAOYSA-N 0.000 claims 1
- BTJMFWOJAPJDFD-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(3-methylpyrazine-2-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C(=NC=CN=1)C)C2 BTJMFWOJAPJDFD-UHFFFAOYSA-N 0.000 claims 1
- VKVCRPJINBZSKM-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(4-fluorobenzoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C=CC(F)=CC=1)C2 VKVCRPJINBZSKM-UHFFFAOYSA-N 0.000 claims 1
- FPBYWTSDAWBDPF-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(4-hydroxycyclohexyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCC(O)CC1)C2 FPBYWTSDAWBDPF-UHFFFAOYSA-N 0.000 claims 1
- JXMQEHFZEMBQTL-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(4-methoxypyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=C(OC)C=CN=1)C2 JXMQEHFZEMBQTL-UHFFFAOYSA-N 0.000 claims 1
- NPSBXOZCJCPJPR-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(4-methoxypyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(OC)C=CN=1)C2 NPSBXOZCJCPJPR-KRWDZBQOSA-N 0.000 claims 1
- HOWQBIKEEUYPOK-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-ethylpyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=CC(CC)=CN=1)C2 HOWQBIKEEUYPOK-UHFFFAOYSA-N 0.000 claims 1
- HHJGPGDNHWQVED-SFHVURJKSA-N 1-ethyl-3-[4-[7-(5-ethylpyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC(CC)=CN=1)C2 HHJGPGDNHWQVED-SFHVURJKSA-N 0.000 claims 1
- AMGWQEUNDDGXMM-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-ethylpyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(CC)=CN=1)C2 AMGWQEUNDDGXMM-UHFFFAOYSA-N 0.000 claims 1
- MZWZMTXIIGRMDH-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 MZWZMTXIIGRMDH-UHFFFAOYSA-N 0.000 claims 1
- KNWRKJNDBZXKMT-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-(4-methoxypiperidin-1-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCC(CC2)OC)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 KNWRKJNDBZXKMT-UHFFFAOYSA-N 0.000 claims 1
- JBFQBNLTFJUHDW-OALUTQOASA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=NC=C(F)C=N1 JBFQBNLTFJUHDW-OALUTQOASA-N 0.000 claims 1
- DEQRJEPSLGPYFN-INIZCTEOSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 DEQRJEPSLGPYFN-INIZCTEOSA-N 0.000 claims 1
- RELQTVYWLFDRCW-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 RELQTVYWLFDRCW-UHFFFAOYSA-N 0.000 claims 1
- LGEQGSUSADLBCF-INIZCTEOSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1C(=CN=CN=1)F)C2 LGEQGSUSADLBCF-INIZCTEOSA-N 0.000 claims 1
- NKEBAYBAJGQYJK-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-methylpyrazine-2-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1N=CC(C)=NC=1)C2 NKEBAYBAJGQYJK-UHFFFAOYSA-N 0.000 claims 1
- KSRJPYCLVDQLBT-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(6-methoxypyridazin-3-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=NC(OC)=CC=1)C2 KSRJPYCLVDQLBT-KRWDZBQOSA-N 0.000 claims 1
- BNYRMSJDCWQSBA-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(6-methylpyridine-3-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C=NC(C)=CC=1)C2 BNYRMSJDCWQSBA-UHFFFAOYSA-N 0.000 claims 1
- REBVLBYMQDSPPZ-PMACEKPBSA-N 1-ethyl-3-[4-[7-(6-methylpyrimidin-4-yl)-4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=CC(C)=NC=N1 REBVLBYMQDSPPZ-PMACEKPBSA-N 0.000 claims 1
- YYZQRDZMKIZNCS-OYRHEFFESA-N 1-ethyl-3-[4-[7-(6-methylpyrimidin-4-yl)-4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=CC(C)=NC=N1 YYZQRDZMKIZNCS-OYRHEFFESA-N 0.000 claims 1
- ICMOJPGGTRQOEE-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 ICMOJPGGTRQOEE-UHFFFAOYSA-N 0.000 claims 1
- OOLISFXQLPCYRN-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(morpholine-4-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)N1CCOCC1)C2 OOLISFXQLPCYRN-UHFFFAOYSA-N 0.000 claims 1
- MNODJYQOWOACOF-IBGZPJMESA-N 1-ethyl-3-[4-[7-[(2-ethylpyrazol-3-yl)methyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N(N=CC=1)CC)C2 MNODJYQOWOACOF-IBGZPJMESA-N 0.000 claims 1
- SYKZPWVPCXNGQJ-SFHVURJKSA-N 1-ethyl-3-[4-[7-[(2-methyl-1,3-dioxolan-2-yl)methyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1(C)OCCO1)C2 SYKZPWVPCXNGQJ-SFHVURJKSA-N 0.000 claims 1
- RJPVGUZQZVQQRD-HTAPYJJXSA-N 1-ethyl-3-[4-[7-[(2r)-2-hydroxy-3-methylbutanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)[C@H](O)C(C)C)C2 RJPVGUZQZVQQRD-HTAPYJJXSA-N 0.000 claims 1
- SIUVCYUVKSWHCM-IRXDYDNUSA-N 1-ethyl-3-[4-[7-[(2s)-2-hydroxypropyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@H](C)O)C2 SIUVCYUVKSWHCM-IRXDYDNUSA-N 0.000 claims 1
- WKYQMUKZDQJGBH-ROUUACIJSA-N 1-ethyl-3-[4-[7-[(2s)-2-methoxypropyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@H](C)OC)C2 WKYQMUKZDQJGBH-ROUUACIJSA-N 0.000 claims 1
- ILDHUCSXFVZSFE-SFHVURJKSA-N 1-ethyl-3-[4-[7-[2-(2-methoxyethoxy)acetyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)COCCOC)C2 ILDHUCSXFVZSFE-SFHVURJKSA-N 0.000 claims 1
- UEENEAVBGJPZGH-BHWOMJMDSA-N 1-ethyl-3-[4-[7-[2-(methylamino)propanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)NC)C2 UEENEAVBGJPZGH-BHWOMJMDSA-N 0.000 claims 1
- WPCRFISMGFEOEM-AZUAARDMSA-N 1-ethyl-3-[4-[7-[2-[(3r)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1C[C@H](F)CC1)C2 WPCRFISMGFEOEM-AZUAARDMSA-N 0.000 claims 1
- WPCRFISMGFEOEM-ICSRJNTNSA-N 1-ethyl-3-[4-[7-[2-[(3s)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1C[C@@H](F)CC1)C2 WPCRFISMGFEOEM-ICSRJNTNSA-N 0.000 claims 1
- ZIFVAALZQGJRRR-IBGZPJMESA-N 1-ethyl-3-[4-[7-ethyl-4-[(3s)-3-ethylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(CC)C2 ZIFVAALZQGJRRR-IBGZPJMESA-N 0.000 claims 1
- VTYXHSDRIHEYHT-INIZCTEOSA-N 1-ethyl-3-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC)C2 VTYXHSDRIHEYHT-INIZCTEOSA-N 0.000 claims 1
- XOXVRGRMSWSOLQ-INIZCTEOSA-N 1-ethyl-3-[4-[7-ethylsulfonyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)CC)C2 XOXVRGRMSWSOLQ-INIZCTEOSA-N 0.000 claims 1
- VZDGIVNALNEKFQ-HNNXBMFYSA-N 1-ethyl-3-[4-[7-formyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=O)C2 VZDGIVNALNEKFQ-HNNXBMFYSA-N 0.000 claims 1
- CSYOHFLGGKLCIQ-HNNXBMFYSA-N 1-ethyl-3-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C)C2 CSYOHFLGGKLCIQ-HNNXBMFYSA-N 0.000 claims 1
- SSBXRBOVSCFBSE-UHFFFAOYSA-N 1-ethyl-3-[4-[8-(2-hydroxyethyl)-7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2CCO SSBXRBOVSCFBSE-UHFFFAOYSA-N 0.000 claims 1
- VVWKJUZAOQZJLR-UHFFFAOYSA-N 1-ethyl-3-[4-[8-methyl-4-morpholin-4-yl-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1COC1)C2C VVWKJUZAOQZJLR-UHFFFAOYSA-N 0.000 claims 1
- XAUPRBYJDPUMKG-MRXNPFEDSA-N 1-ethyl-3-[5-[4-[(3r)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]urea Chemical compound C1=NC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 XAUPRBYJDPUMKG-MRXNPFEDSA-N 0.000 claims 1
- KQARHHLUSBXOQM-KRWDZBQOSA-N 1-ethyl-3-[5-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]urea Chemical compound C1=NC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 KQARHHLUSBXOQM-KRWDZBQOSA-N 0.000 claims 1
- XAUPRBYJDPUMKG-INIZCTEOSA-N 1-ethyl-3-[5-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]urea Chemical compound C1=NC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 XAUPRBYJDPUMKG-INIZCTEOSA-N 0.000 claims 1
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 claims 1
- BKDGCHLEZWJOTK-INIZCTEOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 BKDGCHLEZWJOTK-INIZCTEOSA-N 0.000 claims 1
- APZOJDUKORKLFW-KRWDZBQOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 APZOJDUKORKLFW-KRWDZBQOSA-N 0.000 claims 1
- DYVMHSXWAIEUTG-HNNXBMFYSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COC1)C2 DYVMHSXWAIEUTG-HNNXBMFYSA-N 0.000 claims 1
- NDNHJYSZIARDNT-INIZCTEOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 NDNHJYSZIARDNT-INIZCTEOSA-N 0.000 claims 1
- PCQSOHUAWFCSIS-INIZCTEOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=CC=1)C2 PCQSOHUAWFCSIS-INIZCTEOSA-N 0.000 claims 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- JUTGFKKDKHHONK-KRWDZBQOSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-n,n-dimethylacetamide Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N(C)C)C2 JUTGFKKDKHHONK-KRWDZBQOSA-N 0.000 claims 1
- XGLFTJCVQXNKCZ-INIZCTEOSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-n-methylacetamide Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)NC)C2 XGLFTJCVQXNKCZ-INIZCTEOSA-N 0.000 claims 1
- MPGLZGCPKPYXQG-SFHVURJKSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-n-propylacetamide Chemical compound C1N(CC(=O)NCCC)CCC2=C1N=C(C=1C=CC(NC(=O)NCC)=CC=1)N=C2N1CCOC[C@@H]1C MPGLZGCPKPYXQG-SFHVURJKSA-N 0.000 claims 1
- GREXONRVLLEVMN-HNNXBMFYSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]acetic acid Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(O)=O)C2 GREXONRVLLEVMN-HNNXBMFYSA-N 0.000 claims 1
- LSIVPZTUKHIJTR-UHFFFAOYSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-6-methylpyrimidine-4-carboxylic acid Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=C(C)N=1)C(O)=O)C2 LSIVPZTUKHIJTR-UHFFFAOYSA-N 0.000 claims 1
- OTXHRRLNXBCFAX-FQEVSTJZSA-N 2-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidin-6-one Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 OTXHRRLNXBCFAX-FQEVSTJZSA-N 0.000 claims 1
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- XOVPWJKTKOAVEP-KRWDZBQOSA-N 2-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidin-6-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 XOVPWJKTKOAVEP-KRWDZBQOSA-N 0.000 claims 1
- LJSWGKRIARPOAX-INIZCTEOSA-N 2-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidin-6-one Chemical compound C1N(CC)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CN=3)=CC=1)N=C2N1CCOC[C@@H]1C LJSWGKRIARPOAX-INIZCTEOSA-N 0.000 claims 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims 1
- KEJCUBBZDRDCRG-KRWDZBQOSA-N 2-methyl-5-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-1,2,4-triazol-3-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)N=3)=CC=2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 KEJCUBBZDRDCRG-KRWDZBQOSA-N 0.000 claims 1
- LBURYTYEJALZAH-INIZCTEOSA-N 2-methyl-5-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-1,2,4-triazol-3-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)N=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 LBURYTYEJALZAH-INIZCTEOSA-N 0.000 claims 1
- KUAFQLVIEYVWBU-SFHVURJKSA-N 2-methylpropyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OCC(C)C)C2 KUAFQLVIEYVWBU-SFHVURJKSA-N 0.000 claims 1
- AJPMTHDRANLTII-UHFFFAOYSA-N 2-methylpropyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OCC(C)C)C2 AJPMTHDRANLTII-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- WQBQXDKHMCARPM-KRWDZBQOSA-N 3-(ethylamino)-4-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]cyclobut-3-ene-1,2-dione Chemical compound O=C1C(=O)C(NCC)=C1NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2[C@H](COCC2)C)C=C1 WQBQXDKHMCARPM-KRWDZBQOSA-N 0.000 claims 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims 1
- GJQMTSMWABTHGE-UHFFFAOYSA-N 3-methyl-6-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)anilino]-1h-pyrimidine-2,4-dione Chemical compound N1C(=O)N(C)C(=O)C=C1NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 GJQMTSMWABTHGE-UHFFFAOYSA-N 0.000 claims 1
- SDHXVEMYAAINPO-AWEZNQCLSA-N 3-methyl-6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCNC2 SDHXVEMYAAINPO-AWEZNQCLSA-N 0.000 claims 1
- GESYRIRPXHIAQL-INIZCTEOSA-N 3-methyl-6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 GESYRIRPXHIAQL-INIZCTEOSA-N 0.000 claims 1
- AUYUMYNVQJARFX-KRWDZBQOSA-N 3-methyl-6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 AUYUMYNVQJARFX-KRWDZBQOSA-N 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- MBJFCQGIOLSXRY-UHFFFAOYSA-N 4-[2-(2-chloro-3h-benzimidazol-5-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-4-yl]morpholine Chemical compound C=1C=C2NC(Cl)=NC2=CC=1C(N=1)=NC=2CN(C=3N=CC=CN=3)CCC=2C=1N1CCOCC1 MBJFCQGIOLSXRY-UHFFFAOYSA-N 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- AJCHMAHMDCSRDM-UHFFFAOYSA-N 5-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)-1,3-dihydrobenzimidazol-2-one Chemical compound C1=C2NC(=O)NC2=CC=C1C(N=1)=NC=2CN(C=3N=CC=CN=3)CCC=2C=1N1CCOCC1 AJCHMAHMDCSRDM-UHFFFAOYSA-N 0.000 claims 1
- KKLFGMWLNRWOBR-UHFFFAOYSA-N 5-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)-1,3-dihydroindol-2-one Chemical compound C=1C=C2NC(=O)CC2=CC=1C(N=1)=NC=2CN(C=3N=CC=CN=3)CCC=2C=1N1CCOCC1 KKLFGMWLNRWOBR-UHFFFAOYSA-N 0.000 claims 1
- QKYUTKCRNBXLLL-ZDUSSCGKSA-N 5-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyrimidin-2-amine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(N)=NC=2)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 QKYUTKCRNBXLLL-ZDUSSCGKSA-N 0.000 claims 1
- BEXAKUWVGIIQKQ-ZDUSSCGKSA-N 5-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyrimidin-2-amine Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=NC(N)=NC=1)N=C2N1CCOC[C@@H]1C BEXAKUWVGIIQKQ-ZDUSSCGKSA-N 0.000 claims 1
- BKMPHLVSIMSNRI-LBPRGKRZSA-N 5-[7-(5-fluoropyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyrimidin-2-amine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(N)=NC=2)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 BKMPHLVSIMSNRI-LBPRGKRZSA-N 0.000 claims 1
- 125000004938 5-pyridyl group Chemical group N1=CC=CC(=C1)* 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- JRKJSHZDXAXVNR-UHFFFAOYSA-N 6-(7-benzyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)quinazolin-2-amine Chemical compound C1=CC2=NC(N)=NC=C2C=C1C(N=C(C=1CC2)N3CCOCC3)=NC=1CN2CC1=CC=CC=C1 JRKJSHZDXAXVNR-UHFFFAOYSA-N 0.000 claims 1
- MXYXTJQGFQIKBX-INIZCTEOSA-N 6-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]-1h-quinolin-2-one Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=C3C=CC(=O)NC3=CC=1)N=C2N1CCOC[C@@H]1C MXYXTJQGFQIKBX-INIZCTEOSA-N 0.000 claims 1
- ONRUNGPKZMIFCE-HNNXBMFYSA-N 6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCNC2 ONRUNGPKZMIFCE-HNNXBMFYSA-N 0.000 claims 1
- RVYWAQSNXXFOBG-SFHVURJKSA-N 6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C RVYWAQSNXXFOBG-SFHVURJKSA-N 0.000 claims 1
- DJDJGJVGAMOFFZ-IBGZPJMESA-N 6-[4-[7-(1-ethylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound CCN1C=CN=C1N1CC(N=C(N=C2N3[C@H](COCC3)C)C=3C=CC(NC=4NC(=O)C=CC=4)=CC=3)=C2CC1 DJDJGJVGAMOFFZ-IBGZPJMESA-N 0.000 claims 1
- ZIYQKVGBYIICBI-SFHVURJKSA-N 6-[4-[7-(1-methylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(C=1N(C=CN=1)C)C2 ZIYQKVGBYIICBI-SFHVURJKSA-N 0.000 claims 1
- HLAISOZRCHKVSU-SFHVURJKSA-N 6-[4-[7-(2-methoxyethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C1N(CCOC)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C HLAISOZRCHKVSU-SFHVURJKSA-N 0.000 claims 1
- UNTDCXPHBFCXRG-INIZCTEOSA-N 6-[4-[7-acetyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(C(C)=O)C2 UNTDCXPHBFCXRG-INIZCTEOSA-N 0.000 claims 1
- BCRWUCQNSJJYFG-FQEVSTJZSA-N 6-[4-[7-benzyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-3-methyl-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(CC=1C=CC=CC=1)C2 BCRWUCQNSJJYFG-FQEVSTJZSA-N 0.000 claims 1
- DTMFNXOBHMZXAW-KRWDZBQOSA-N 6-[[5-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]amino]-1h-pyridin-2-one Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=NC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C DTMFNXOBHMZXAW-KRWDZBQOSA-N 0.000 claims 1
- OTYFBULLQUNSJI-IBGZPJMESA-N 7-ethyl-4-[(3s)-3-ethylmorpholin-4-yl]-2-[4-[(6-oxo-1h-pyridin-2-yl)amino]phenyl]-5,6-dihydropyrido[3,4-d]pyrimidin-8-one Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(CC)C2=O OTYFBULLQUNSJI-IBGZPJMESA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- SABRANNVZLVMQN-UHFFFAOYSA-N CC1COCCN1C1=NC(C=2C=CC(NC(N)=O)=CC=2)=NC2=C1CCNC2 Chemical compound CC1COCCN1C1=NC(C=2C=CC(NC(N)=O)=CC=2)=NC2=C1CCNC2 SABRANNVZLVMQN-UHFFFAOYSA-N 0.000 claims 1
- ZYDJSVLXMTWCEH-UHFFFAOYSA-N [4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)N)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ZYDJSVLXMTWCEH-UHFFFAOYSA-N 0.000 claims 1
- LVELZUANKBQOPX-HNNXBMFYSA-N [4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(N)=O)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 LVELZUANKBQOPX-HNNXBMFYSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- SEHICTXEIZXZEK-UHFFFAOYSA-N benzyl 2-[4-(ethylcarbamoylamino)phenyl]-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C(=O)OCC=1C=CC=CC=1)C2 SEHICTXEIZXZEK-UHFFFAOYSA-N 0.000 claims 1
- UZZUDLNECVNYKF-UHFFFAOYSA-N benzyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CN(C(=O)OCC=1C=CC=CC=1)C2 UZZUDLNECVNYKF-UHFFFAOYSA-N 0.000 claims 1
- QLKPEKQVMUDJRM-UHFFFAOYSA-N benzyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OCC=1C=CC=CC=1)C2 QLKPEKQVMUDJRM-UHFFFAOYSA-N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000005879 dioxolanyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- NYPGUSWHIXFWSI-INIZCTEOSA-N ethyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OCC)C2 NYPGUSWHIXFWSI-INIZCTEOSA-N 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000004474 heteroalkylene group Chemical group 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000004499 isoxazol-5-yl group Chemical group O1N=CC=C1* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- WRRJUFVIUJAMNQ-UHFFFAOYSA-N methyl 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-6-methylpyrimidine-4-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=C(C)N=1)C(=O)OC)C2 WRRJUFVIUJAMNQ-UHFFFAOYSA-N 0.000 claims 1
- WUPUGZHGSRLBDH-HNNXBMFYSA-N methyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC)C2 WUPUGZHGSRLBDH-HNNXBMFYSA-N 0.000 claims 1
- GAIJXTJKNCULPJ-UHFFFAOYSA-N methyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC)C2 GAIJXTJKNCULPJ-UHFFFAOYSA-N 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- ZKKBJFMUPDPRCD-UHFFFAOYSA-N n-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-1h-benzimidazol-2-amine Chemical compound C1COCCN1C1=NC(C=2C=CC(NC=3NC4=CC=CC=C4N=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ZKKBJFMUPDPRCD-UHFFFAOYSA-N 0.000 claims 1
- UTDZRCFNFNIRSH-UHFFFAOYSA-N n-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-1h-imidazol-2-amine Chemical compound C1COCCN1C1=NC(C=2C=CC(NC=3NC=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 UTDZRCFNFNIRSH-UHFFFAOYSA-N 0.000 claims 1
- DKLNXNDBZAPKFH-UHFFFAOYSA-N n-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]pyrimidin-2-amine Chemical compound C1COCCN1C1=NC(C=2C=CC(NC=3N=CC=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 DKLNXNDBZAPKFH-UHFFFAOYSA-N 0.000 claims 1
- LSONTHVZQIRIRG-KRWDZBQOSA-N n-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-2-[4-[(6-oxo-1h-pyridin-2-yl)amino]phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxamide Chemical compound C1N(C(=O)NCC)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C LSONTHVZQIRIRG-KRWDZBQOSA-N 0.000 claims 1
- 125000004287 oxazol-2-yl group Chemical group [H]C1=C([H])N=C(*)O1 0.000 claims 1
- 125000003145 oxazol-4-yl group Chemical group O1C=NC(=C1)* 0.000 claims 1
- 125000004304 oxazol-5-yl group Chemical group O1C=NC=C1* 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- IHPPCOHQZPLMBW-KRWDZBQOSA-N propan-2-yl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)C)C2 IHPPCOHQZPLMBW-KRWDZBQOSA-N 0.000 claims 1
- UIRUEPAOXJBSAX-UHFFFAOYSA-N propan-2-yl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)C)C2 UIRUEPAOXJBSAX-UHFFFAOYSA-N 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000004289 pyrazol-3-yl group Chemical group [H]N1N=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004497 pyrazol-5-yl group Chemical group N1N=CC=C1* 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000005494 pyridonyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- SMPCLQCICDGOCB-WMZHIEFXSA-N tert-butyl (8r)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-8-prop-2-enyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CC=C SMPCLQCICDGOCB-WMZHIEFXSA-N 0.000 claims 1
- RRKRYAGIWXSHBP-OAQYLSRUSA-N tert-butyl (8r)-2-[4-(ethylcarbamoylamino)phenyl]-8-(2-hydroxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CCO RRKRYAGIWXSHBP-OAQYLSRUSA-N 0.000 claims 1
- FAAKQKSBGJQYFL-ZWKOTPCHSA-N tert-butyl (8r)-2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2C FAAKQKSBGJQYFL-ZWKOTPCHSA-N 0.000 claims 1
- SXVQYBXFKFDBPF-XMMPIXPASA-N tert-butyl (8r)-8-(4-ethoxy-4-oxobutyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CCCC(=O)OCC SXVQYBXFKFDBPF-XMMPIXPASA-N 0.000 claims 1
- VVLSVTFDBACLMT-OAQYLSRUSA-N tert-butyl (8r)-8-(cyanomethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CC#N VVLSVTFDBACLMT-OAQYLSRUSA-N 0.000 claims 1
- NOCAKDWPNQYSSR-PVOYRIJTSA-N tert-butyl (8r)-8-[(e)-4-ethoxy-4-oxobut-2-enyl]-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2C\C=C\C(=O)OCC NOCAKDWPNQYSSR-PVOYRIJTSA-N 0.000 claims 1
- AOSASMVTSWYSAW-OAQYLSRUSA-N tert-butyl (8r)-8-ethyl-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CC AOSASMVTSWYSAW-OAQYLSRUSA-N 0.000 claims 1
- SMPCLQCICDGOCB-CVDCTZTESA-N tert-butyl (8s)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-8-prop-2-enyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC=C SMPCLQCICDGOCB-CVDCTZTESA-N 0.000 claims 1
- FAAKQKSBGJQYFL-ROUUACIJSA-N tert-butyl (8s)-2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2C FAAKQKSBGJQYFL-ROUUACIJSA-N 0.000 claims 1
- SXVQYBXFKFDBPF-DEOSSOPVSA-N tert-butyl (8s)-8-(4-ethoxy-4-oxobutyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CCCC(=O)OCC SXVQYBXFKFDBPF-DEOSSOPVSA-N 0.000 claims 1
- BJLBKGUJKOOVQC-AVRDEDQJSA-N tert-butyl (8s)-8-(cyanomethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC#N BJLBKGUJKOOVQC-AVRDEDQJSA-N 0.000 claims 1
- VVLSVTFDBACLMT-NRFANRHFSA-N tert-butyl (8s)-8-(cyanomethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC#N VVLSVTFDBACLMT-NRFANRHFSA-N 0.000 claims 1
- NOCAKDWPNQYSSR-DRBUTMMVSA-N tert-butyl (8s)-8-[(e)-4-ethoxy-4-oxobut-2-enyl]-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2C\C=C\C(=O)OCC NOCAKDWPNQYSSR-DRBUTMMVSA-N 0.000 claims 1
- AOSASMVTSWYSAW-NRFANRHFSA-N tert-butyl (8s)-8-ethyl-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC AOSASMVTSWYSAW-NRFANRHFSA-N 0.000 claims 1
- RINYDBZXKNWTFJ-INIZCTEOSA-N tert-butyl 2-(1h-indol-5-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CNC3=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 RINYDBZXKNWTFJ-INIZCTEOSA-N 0.000 claims 1
- APUDFYFECGKPIM-UHFFFAOYSA-N tert-butyl 2-(2-aminopyrimidin-5-yl)-4-(3,4-dihydro-2h-pyran-4-yl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylate Chemical compound C=12CN(C(=O)OC(C)(C)C)CC2=NC(C=2C=NC(N)=NC=2)=NC=1C1CCOC=C1 APUDFYFECGKPIM-UHFFFAOYSA-N 0.000 claims 1
- QFOFFCNUACPNKZ-ZDUSSCGKSA-N tert-butyl 2-(2-aminopyrimidin-5-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(N)=NC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 QFOFFCNUACPNKZ-ZDUSSCGKSA-N 0.000 claims 1
- FUNKWXUNRDQHAN-UHFFFAOYSA-N tert-butyl 2-(2-aminopyrimidin-5-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCC2=C1N=C(C=1C=NC(N)=NC=1)N=C2N1CCOCC1 FUNKWXUNRDQHAN-UHFFFAOYSA-N 0.000 claims 1
- AYSSWCQKUIYQAL-BGYRXZFFSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CCN(CC=1N=1)C(=O)OC(C)(C)C)=NC=1C1=CC=C(NC(=O)NCC)C=C1 AYSSWCQKUIYQAL-BGYRXZFFSA-N 0.000 claims 1
- NLPOHPJVDDEGHU-QGZVFWFLSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3r)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 NLPOHPJVDDEGHU-QGZVFWFLSA-N 0.000 claims 1
- OIBGRGIJFNDIHS-IBGZPJMESA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-(hydroxymethyl)morpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CO)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 OIBGRGIJFNDIHS-IBGZPJMESA-N 0.000 claims 1
- WVVAQMKMASYMOW-FQEVSTJZSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-ethylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 WVVAQMKMASYMOW-FQEVSTJZSA-N 0.000 claims 1
- NLPOHPJVDDEGHU-KRWDZBQOSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 NLPOHPJVDDEGHU-KRWDZBQOSA-N 0.000 claims 1
- XBFSEWUFJMORKE-HSZRJFAPSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-propan-2-ylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C(C)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 XBFSEWUFJMORKE-HSZRJFAPSA-N 0.000 claims 1
- MXMYYCUMYNWNBL-UHFFFAOYSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-pyridin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1C=2C=CN=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 MXMYYCUMYNWNBL-UHFFFAOYSA-N 0.000 claims 1
- FAAKQKSBGJQYFL-ZENAZSQFSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2C FAAKQKSBGJQYFL-ZENAZSQFSA-N 0.000 claims 1
- AOZQFLCLKSXYRA-UHFFFAOYSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2C AOZQFLCLKSXYRA-UHFFFAOYSA-N 0.000 claims 1
- BNWUAPFLCOIYOA-UHFFFAOYSA-N tert-butyl 2-[4-(methylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 BNWUAPFLCOIYOA-UHFFFAOYSA-N 0.000 claims 1
- MBLOQLGLZGMCSB-KRWDZBQOSA-N tert-butyl 2-[4-[(3-methyl-2,4-dioxo-1h-pyrimidin-6-yl)amino]phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 MBLOQLGLZGMCSB-KRWDZBQOSA-N 0.000 claims 1
- WWTPIETUZPYYHT-UHFFFAOYSA-N tert-butyl 2-[4-[ethylcarbamoyl(methyl)amino]phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(N(C)C(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 WWTPIETUZPYYHT-UHFFFAOYSA-N 0.000 claims 1
- SYAPTYDHMNADTA-FQEVSTJZSA-N tert-butyl 4-[(3s)-3-ethylmorpholin-4-yl]-2-[4-(2-hydroxyethylcarbamoylamino)phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 SYAPTYDHMNADTA-FQEVSTJZSA-N 0.000 claims 1
- MGJFICMMVOCTGU-INIZCTEOSA-N tert-butyl 4-[(3s)-3-methylmorpholin-4-yl]-2-(2-oxo-1h-quinolin-6-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CC(=O)NC3=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 MGJFICMMVOCTGU-INIZCTEOSA-N 0.000 claims 1
- HIGKEUWRKRPDQA-KRWDZBQOSA-N tert-butyl 4-[(3s)-3-methylmorpholin-4-yl]-2-[4-(oxetan-3-ylcarbamoylamino)phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 HIGKEUWRKRPDQA-KRWDZBQOSA-N 0.000 claims 1
- NMQIRQVAMAGJLZ-UHFFFAOYSA-N tert-butyl 4-morpholin-4-yl-2-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC=3C=C(C=CC=3)C(F)(F)F)=CC=1)N=C2N1CCOCC1 NMQIRQVAMAGJLZ-UHFFFAOYSA-N 0.000 claims 1
- ATIYWPANRZWDNK-HXBUSHRASA-N tert-butyl 8-(2-aminoethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2CCN ATIYWPANRZWDNK-HXBUSHRASA-N 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 229940079593 drug Drugs 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/18—Bridged systems
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
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- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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| US61/085,309 | 2008-07-31 | ||
| PCT/US2009/052469 WO2010014939A1 (en) | 2008-07-31 | 2009-07-31 | Pyrimidine compounds, compositions and methods of use |
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| NZ (1) | NZ590777A (https=) |
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| RU2649141C2 (ru) * | 2015-04-20 | 2018-03-30 | государственное бюджетное образовательное учреждение высшего профессионального образования "Пермская государственная фармацевтическая академия" Министерства здравоохранения Российской Федерации (ГБОУ ВПО ПГФА Минздрава России) | 3,4-диметил-6-(3-пиридил)-N-фенил-2-оксо-1,2,3,6-тетрагидропиримидин-5-карбоксамид, проявляющий противогрибковое действие в отношении штамма Candida albicans |
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| RU2811969C2 (ru) * | 2018-04-24 | 2024-01-19 | Мерк Патент Гмбх | Антипролиферативные соединения и их применения |
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| RU2771201C2 (ru) * | 2017-11-06 | 2022-04-28 | Медшайн Дискавери Инк. | ПИРИДОПИРИМИДИНОВЫЕ СОЕДИНЕНИЯ, ВЫПОЛНЯЮЩИЕ ФУНКЦИЮ ДВОЙНЫХ ИНГИБИТОРОВ mTORC 1/2 |
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| MA32580B1 (fr) | 2011-08-01 |
| JP2011529920A (ja) | 2011-12-15 |
| CN102171194A (zh) | 2011-08-31 |
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