JP2024102236A5

JP2024102236A5 -

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Publication number: JP2024102236A5
Authority: JP; Japan
Prior art keywords: amino; methanone; dihydrofuro; methyl; quinolin
Prior art date: 2024-05-07
Legal status : Pending

Application number

JP2024075101A

Other languages

English (en)

Japanese (ja)

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JP2024102236A (ja

Filing date

2024-05-07

Publication date

2025-01-07

2021-12-15 Priority claimed from JP2023535834A external-priority patent/JP7487421B2/ja

2024-05-07 Application filed filed Critical

2024-07-30 Publication of JP2024102236A publication Critical patent/JP2024102236A/ja

2025-01-07 Publication of JP2024102236A5 publication Critical patent/JP2024102236A5/ja

Status Pending legal-status Critical Current

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-1 pentafluorosulfanyl Chemical group 0.000 claims 227
CKJNUZNMWOVDFN-UHFFFAOYSA-N methanone Chemical compound O=[CH-] CKJNUZNMWOVDFN-UHFFFAOYSA-N 0.000 claims 115
150000001875 compounds Chemical class 0.000 claims 19
150000003839 salts Chemical class 0.000 claims 19
125000000217 alkyl group Chemical group 0.000 claims 14
229910052757 nitrogen Inorganic materials 0.000 claims 10
239000008194 pharmaceutical composition Substances 0.000 claims 8
229920006395 saturated elastomer Polymers 0.000 claims 8
125000005843 halogen group Chemical group 0.000 claims 7
BFEBTMFPRJPBTK-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 BFEBTMFPRJPBTK-LJQANCHMSA-N 0.000 claims 6
125000001188 haloalkyl group Chemical group 0.000 claims 6
229910052760 oxygen Inorganic materials 0.000 claims 5
229910052717 sulfur Inorganic materials 0.000 claims 5
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 4
206010028980 Neoplasm Diseases 0.000 claims 4
201000011510 cancer Diseases 0.000 claims 4
125000005842 heteroatom Chemical group 0.000 claims 4
238000000034 method Methods 0.000 claims 4
125000004433 nitrogen atom Chemical group N* 0.000 claims 3
YYLUQSZMMRSLMD-ADLMAVQZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[6-(2,2,2-trifluoroethoxy)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OCC(F)(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O YYLUQSZMMRSLMD-ADLMAVQZSA-N 0.000 claims 2
WRXATAQIIIRZHU-MPBGBICISA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-(6-cyclopropyloxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC2CC2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O WRXATAQIIIRZHU-MPBGBICISA-N 0.000 claims 2
RUWIKCHLMAMCSV-BMLIUANNSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-[6-(difluoromethoxy)pyridazin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O RUWIKCHLMAMCSV-BMLIUANNSA-N 0.000 claims 2
VILUVUPBYLSJEO-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=C2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COC2 VILUVUPBYLSJEO-HXUWFJFHSA-N 0.000 claims 2
WMIMRXFOLDWCFF-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 WMIMRXFOLDWCFF-HXUWFJFHSA-N 0.000 claims 2
VLATUPQLJRWQGW-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 VLATUPQLJRWQGW-LJQANCHMSA-N 0.000 claims 2
GXQDXSRSDJFZBE-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)N=C2)=O)=C2)=C2C2=C1COC2 GXQDXSRSDJFZBE-GOSISDBHSA-N 0.000 claims 2
SBJFPVAKZKZEST-FKIZINRSSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O SBJFPVAKZKZEST-FKIZINRSSA-N 0.000 claims 2
HZFPEUSWIDLNSY-GOSISDBHSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)N=C1)=C1N=C2N HZFPEUSWIDLNSY-GOSISDBHSA-N 0.000 claims 2
RDZRFAGRNKQSRP-LJQANCHMSA-N (4-amino-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C=C1)C(N(CCOC3)[C@H]3C3=CC=C(C(F)(F)F)C=C3)=O)=C1N=C2N RDZRFAGRNKQSRP-LJQANCHMSA-N 0.000 claims 2
GEQJOPQIFFGGCR-CWTRNNRKSA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O GEQJOPQIFFGGCR-CWTRNNRKSA-N 0.000 claims 2
KTFGNNKJYJRFDY-ZDUSSCGKSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N KTFGNNKJYJRFDY-ZDUSSCGKSA-N 0.000 claims 2
YSTVGCGLSZQKFX-MRXNPFEDSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[6-(difluoromethoxy)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C(N=N1)=CC=C1OC(F)F)=O)C(F)=C1)=C1N=C2N YSTVGCGLSZQKFX-MRXNPFEDSA-N 0.000 claims 2
MORUILOQNLLEFZ-MRXNPFEDSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[6-(trifluoromethyl)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)N=N1)=O)C(F)=C1)=C1N=C2N MORUILOQNLLEFZ-MRXNPFEDSA-N 0.000 claims 2
206010058467 Lung neoplasm malignant Diseases 0.000 claims 2
206010061902 Pancreatic neoplasm Diseases 0.000 claims 2
FRVHKXQCBYRXQR-ZUOKHONESA-N [(3R)-4-amino-3-methyl-1,3-dihydrofuro[3,4-c]quinolin-8-yl]-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H]1OCC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C(C=C1)=CC=C1OC(F)(F)F)=O FRVHKXQCBYRXQR-ZUOKHONESA-N 0.000 claims 2
125000003118 aryl group Chemical group 0.000 claims 2
239000003814 drug Substances 0.000 claims 2
201000005202 lung cancer Diseases 0.000 claims 2
208000020816 lung neoplasm Diseases 0.000 claims 2
208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 2
201000002528 pancreatic cancer Diseases 0.000 claims 2
208000008443 pancreatic carcinoma Diseases 0.000 claims 2
125000001424 substituent group Chemical group 0.000 claims 2
AUHDDNDAXWRKDX-AONNBLCTSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(1R,3S)-1-oxo-3-[4-(trifluoromethyl)phenyl]-1,4-thiazinan-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CC[S@](C2)=O)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 AUHDDNDAXWRKDX-AONNBLCTSA-N 0.000 claims 1
AUHDDNDAXWRKDX-ASPBEGMCSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(1S,3S)-1-oxo-3-[4-(trifluoromethyl)phenyl]-1,4-thiazinan-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CC[S@@](C2)=O)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 AUHDDNDAXWRKDX-ASPBEGMCSA-N 0.000 claims 1
HXVNRARXKPQUCG-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2R)-2-[4-(trifluoromethyl)phenyl]piperazin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCNC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 HXVNRARXKPQUCG-IBGZPJMESA-N 0.000 claims 1
QSAGBVUGZSNISY-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2R)-2-[4-(trifluoromethyl)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCCC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 QSAGBVUGZSNISY-HXUWFJFHSA-N 0.000 claims 1
PVOUTQJHCFPCGZ-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2R)-4,4-difluoro-2-[4-(trifluoromethoxy)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCC(C2)(F)F)[C@H]2C(C=C2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COC2 PVOUTQJHCFPCGZ-LJQANCHMSA-N 0.000 claims 1
SJSVRNMKWGAHOI-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2R)-4,4-difluoro-2-[4-(trifluoromethyl)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCC(C2)(F)F)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 SJSVRNMKWGAHOI-LJQANCHMSA-N 0.000 claims 1
HXVNRARXKPQUCG-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2S)-2-[4-(trifluoromethyl)phenyl]piperazin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCNC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 HXVNRARXKPQUCG-LJQANCHMSA-N 0.000 claims 1
QSAGBVUGZSNISY-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2S)-2-[4-(trifluoromethyl)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCCC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 QSAGBVUGZSNISY-FQEVSTJZSA-N 0.000 claims 1
PVOUTQJHCFPCGZ-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2S)-4,4-difluoro-2-[4-(trifluoromethoxy)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCC(C2)(F)F)[C@@H]2C(C=C2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COC2 PVOUTQJHCFPCGZ-IBGZPJMESA-N 0.000 claims 1
SJSVRNMKWGAHOI-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(2S)-4,4-difluoro-2-[4-(trifluoromethyl)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCC(C2)(F)F)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 SJSVRNMKWGAHOI-IBGZPJMESA-N 0.000 claims 1
IDKPUMDKJNTDHE-OAHLLOKOSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-(4,5-dichlorothiophen-2-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(S2)=CC(Cl)=C2Cl)=O)=C2)=C2C2=C1COC2 IDKPUMDKJNTDHE-OAHLLOKOSA-N 0.000 claims 1
PWXPSVIAJQVNQZ-SFHVURJKSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-(4-bromo-2,6-difluorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C(F)=CC(Br)=C2)=C2F)=O)=C2)=C2C2=C1COC2 PWXPSVIAJQVNQZ-SFHVURJKSA-N 0.000 claims 1
AYTRXFDWGJJNES-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-(6-methylpyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC1=CC=C([C@H](COCC2)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 AYTRXFDWGJJNES-IBGZPJMESA-N 0.000 claims 1
LJUSFVUEOMHIJE-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-(6-propan-2-yloxypyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC(C)OC1=CC=C([C@H](COCC2)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 LJUSFVUEOMHIJE-FQEVSTJZSA-N 0.000 claims 1
GQDSVJVUUYVDNY-INIZCTEOSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[2-(trifluoromethyl)pyrimidin-5-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C2=CN=C(C(F)(F)F)N=C2)=O)=C2)=C2C2=C1COC2 GQDSVJVUUYVDNY-INIZCTEOSA-N 0.000 claims 1
SWNDPQQLMQTXDL-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[2-fluoro-4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C=CC(OC(F)(F)F)=C2)=C2F)=O)=C2)=C2C2=C1COC2 SWNDPQQLMQTXDL-IBGZPJMESA-N 0.000 claims 1
VZDYBWKWEQGJJE-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[2-fluoro-4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C=CC(C(F)(F)F)=C2)=C2F)=O)=C2)=C2C2=C1COC2 VZDYBWKWEQGJJE-IBGZPJMESA-N 0.000 claims 1
BQEFDNUNYUUTOP-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(2,2,2-trifluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C2=CC=C(CC(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 BQEFDNUNYUUTOP-FQEVSTJZSA-N 0.000 claims 1
UHXVBLSHZZFDCD-SFHVURJKSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(difluoromethoxy)-3-fluorophenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C=C2)=CC(F)=C2OC(F)F)=O)=C2)=C2C2=C1COC2 UHXVBLSHZZFDCD-SFHVURJKSA-N 0.000 claims 1
SQBVZIGONBLIML-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]-1,4-oxazepan-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCCOC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 SQBVZIGONBLIML-FQEVSTJZSA-N 0.000 claims 1
BFEBTMFPRJPBTK-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 BFEBTMFPRJPBTK-IBGZPJMESA-N 0.000 claims 1
SPBMUCYJLUCSGD-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]thiomorpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCSC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 SPBMUCYJLUCSGD-IBGZPJMESA-N 0.000 claims 1
GRBSWPUHZOMVDB-MRXNPFEDSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(trifluoromethyl)thiophen-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC(C(F)(F)F)=CS2)=O)=C2)=C2C2=C1COC2 GRBSWPUHZOMVDB-MRXNPFEDSA-N 0.000 claims 1
FECLWRNLHZYAFQ-SFHVURJKSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 FECLWRNLHZYAFQ-SFHVURJKSA-N 0.000 claims 1
KWAZFBFVDJIPRM-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 KWAZFBFVDJIPRM-IBGZPJMESA-N 0.000 claims 1
XKPQLRRVTRAWQL-INIZCTEOSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyrazin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C2=NC=C(C(F)(F)F)N=C2)=O)=C2)=C2C2=C1COC2 XKPQLRRVTRAWQL-INIZCTEOSA-N 0.000 claims 1
GXOXTBMHWWLVMI-OAHLLOKOSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[5-(trifluoromethyl)thiophen-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)S2)=O)=C2)=C2C2=C1COC2 GXOXTBMHWWLVMI-OAHLLOKOSA-N 0.000 claims 1
PASCJVBZWZFXHO-KRWDZBQOSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R)-3-[6-(difluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C=N2)=CC=C2OC(F)F)=O)=C2)=C2C2=C1COC2 PASCJVBZWZFXHO-KRWDZBQOSA-N 0.000 claims 1
GVXVNNIXBCUKGH-UZUQRXQVSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-(2-methylpropyl)-5-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CC(C)C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O GVXVNNIXBCUKGH-UZUQRXQVSA-N 0.000 claims 1
SVSWVLJVOAZMBH-VOJFVSQTSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-(6-chloropyridin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=N2)=CC=C2Cl)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O SVSWVLJVOAZMBH-VOJFVSQTSA-N 0.000 claims 1
ZCVOVKSFOXOVOL-BUXKBTBVSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@H](COC[C@@H]2C)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 ZCVOVKSFOXOVOL-BUXKBTBVSA-N 0.000 claims 1
HCXQANILUKABIU-YBTHPKLGSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-[2-fluoro-4-(trifluoromethoxy)phenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=CC(OC(F)(F)F)=C2)=C2F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O HCXQANILUKABIU-YBTHPKLGSA-N 0.000 claims 1
WZJLMWDMKISOFB-YBTHPKLGSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=CC(C(F)(F)F)=C2)=C2F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O WZJLMWDMKISOFB-YBTHPKLGSA-N 0.000 claims 1
QHZDCSOODNLEPA-WLRWDXFRSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-[4-(difluoromethoxy)-3-fluorophenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=C2)=CC(F)=C2OC(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O QHZDCSOODNLEPA-WLRWDXFRSA-N 0.000 claims 1
RUWIKCHLMAMCSV-BTDLBPIBSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-[6-(difluoromethoxy)pyridazin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(N=N2)=CC=C2OC(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O RUWIKCHLMAMCSV-BTDLBPIBSA-N 0.000 claims 1
QMMHPKQPFWXYIT-VOJFVSQTSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-[6-(difluoromethoxy)pyridin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=N2)=CC=C2OC(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O QMMHPKQPFWXYIT-VOJFVSQTSA-N 0.000 claims 1
ZBRRWKHJIJBXEW-SPLOXXLWSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-(6-propan-2-yloxypyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC(C)OC1=CC=C([C@@H](COC[C@H]2C)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 ZBRRWKHJIJBXEW-SPLOXXLWSA-N 0.000 claims 1
ZDEYHGPVKGYRJY-MPBGBICISA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=CC=C2OC(F)(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O ZDEYHGPVKGYRJY-MPBGBICISA-N 0.000 claims 1
YSPVNEABKLERGA-MPBGBICISA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O YSPVNEABKLERGA-MPBGBICISA-N 0.000 claims 1
XCPDUCWPNLDCPH-NSPYISDASA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O XCPDUCWPNLDCPH-NSPYISDASA-N 0.000 claims 1
IMNXPTXHVKEBHS-NSPYISDASA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O IMNXPTXHVKEBHS-NSPYISDASA-N 0.000 claims 1
VZFWRAJPLNUEAX-CWTRNNRKSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[6-(3,3,3-trifluoropropoxy)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OCCC(F)(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O VZFWRAJPLNUEAX-CWTRNNRKSA-N 0.000 claims 1
VFWQSQRSFTXLIJ-BMLIUANNSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[6-(trifluoromethyl)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)N=N2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O VFWQSQRSFTXLIJ-BMLIUANNSA-N 0.000 claims 1
ASCUNBIWTSJHNK-ADLMAVQZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O ASCUNBIWTSJHNK-ADLMAVQZSA-N 0.000 claims 1
PWXPSVIAJQVNQZ-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-(4-bromo-2,6-difluorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C(F)=CC(Br)=C2)=C2F)=O)=C2)=C2C2=C1COC2 PWXPSVIAJQVNQZ-GOSISDBHSA-N 0.000 claims 1
UBEFRAUKLQMAPR-QGZVFWFLSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-(5-bromo-3-fluoropyridin-2-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C(F)=C2)=NC=C2Br)=O)=C2)=C2C2=C1COC2 UBEFRAUKLQMAPR-QGZVFWFLSA-N 0.000 claims 1
AYTRXFDWGJJNES-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-(6-methylpyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC1=CC=C([C@@H](COCC2)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 AYTRXFDWGJJNES-LJQANCHMSA-N 0.000 claims 1
LJUSFVUEOMHIJE-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-(6-propan-2-yloxypyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC(C)OC1=CC=C([C@@H](COCC2)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 LJUSFVUEOMHIJE-HXUWFJFHSA-N 0.000 claims 1
GQDSVJVUUYVDNY-MRXNPFEDSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[2-(trifluoromethyl)pyrimidin-5-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CN=C(C(F)(F)F)N=C2)=O)=C2)=C2C2=C1COC2 GQDSVJVUUYVDNY-MRXNPFEDSA-N 0.000 claims 1
SWNDPQQLMQTXDL-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[2-fluoro-4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=CC(OC(F)(F)F)=C2)=C2F)=O)=C2)=C2C2=C1COC2 SWNDPQQLMQTXDL-LJQANCHMSA-N 0.000 claims 1
VZDYBWKWEQGJJE-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[2-fluoro-4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=CC(C(F)(F)F)=C2)=C2F)=O)=C2)=C2C2=C1COC2 VZDYBWKWEQGJJE-LJQANCHMSA-N 0.000 claims 1
BPDAIWDXYZZXGF-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(1,1,2,2,2-pentafluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(C(F)(F)F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 BPDAIWDXYZZXGF-LJQANCHMSA-N 0.000 claims 1
BQEFDNUNYUUTOP-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(2,2,2-trifluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(CC(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 BQEFDNUNYUUTOP-HXUWFJFHSA-N 0.000 claims 1
UHXVBLSHZZFDCD-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(difluoromethoxy)-3-fluorophenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=C2)=CC(F)=C2OC(F)F)=O)=C2)=C2C2=C1COC2 UHXVBLSHZZFDCD-GOSISDBHSA-N 0.000 claims 1
PFUDWTTYVSKWNW-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=C2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COC2 PFUDWTTYVSKWNW-LJQANCHMSA-N 0.000 claims 1
SQBVZIGONBLIML-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]-1,4-oxazepan-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 SQBVZIGONBLIML-HXUWFJFHSA-N 0.000 claims 1
KTFFQCHHSQMHHG-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanethione Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=S)=C2)=C2C2=C1COC2 KTFFQCHHSQMHHG-LJQANCHMSA-N 0.000 claims 1
SPBMUCYJLUCSGD-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]thiomorpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCSC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 SPBMUCYJLUCSGD-LJQANCHMSA-N 0.000 claims 1
FECLWRNLHZYAFQ-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 FECLWRNLHZYAFQ-GOSISDBHSA-N 0.000 claims 1
KWAZFBFVDJIPRM-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 KWAZFBFVDJIPRM-LJQANCHMSA-N 0.000 claims 1
VFJJZLIMOKZXBX-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[5-(difluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=C2)=NC=C2OC(F)F)=O)=C2)=C2C2=C1COC2 VFJJZLIMOKZXBX-GOSISDBHSA-N 0.000 claims 1
XKPQLRRVTRAWQL-MRXNPFEDSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyrazin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=NC=C(C(F)(F)F)N=C2)=O)=C2)=C2C2=C1COC2 XKPQLRRVTRAWQL-MRXNPFEDSA-N 0.000 claims 1
GXOXTBMHWWLVMI-HNNXBMFYSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[5-(trifluoromethyl)thiophen-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C2=CC=C(C(F)(F)F)S2)=O)=C2)=C2C2=C1COC2 GXOXTBMHWWLVMI-HNNXBMFYSA-N 0.000 claims 1
PASCJVBZWZFXHO-QGZVFWFLSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[6-(difluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=N2)=CC=C2OC(F)F)=O)=C2)=C2C2=C1COC2 PASCJVBZWZFXHO-QGZVFWFLSA-N 0.000 claims 1
ZWRAUHVQTPIGBX-MRXNPFEDSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S)-3-[6-(trifluoromethyl)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)N=N2)=O)=C2)=C2C2=C1COC2 ZWRAUHVQTPIGBX-MRXNPFEDSA-N 0.000 claims 1
GVXVNNIXBCUKGH-SBUREZEXSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-(2-methylpropyl)-5-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CC(C)C[C@@H](COC[C@H]1C2=CC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O GVXVNNIXBCUKGH-SBUREZEXSA-N 0.000 claims 1
SVSWVLJVOAZMBH-ADLMAVQZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-(6-chloropyridin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=N2)=CC=C2Cl)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O SVSWVLJVOAZMBH-ADLMAVQZSA-N 0.000 claims 1
ZCVOVKSFOXOVOL-CWTRNNRKSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@@H](COC[C@H]2C)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 ZCVOVKSFOXOVOL-CWTRNNRKSA-N 0.000 claims 1
QUIWWGFPLIFVIQ-ADLMAVQZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-(6-methoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O QUIWWGFPLIFVIQ-ADLMAVQZSA-N 0.000 claims 1
HCXQANILUKABIU-BIBXISHDSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-[2-fluoro-4-(trifluoromethoxy)phenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=CC(OC(F)(F)F)=C2)=C2F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O HCXQANILUKABIU-BIBXISHDSA-N 0.000 claims 1
WZJLMWDMKISOFB-BIBXISHDSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=CC(C(F)(F)F)=C2)=C2F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O WZJLMWDMKISOFB-BIBXISHDSA-N 0.000 claims 1
QHZDCSOODNLEPA-NSPYISDASA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-[4-(difluoromethoxy)-3-fluorophenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=CC(F)=C2OC(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O QHZDCSOODNLEPA-NSPYISDASA-N 0.000 claims 1
QMMHPKQPFWXYIT-ADLMAVQZSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-[6-(difluoromethoxy)pyridin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=N2)=CC=C2OC(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O QMMHPKQPFWXYIT-ADLMAVQZSA-N 0.000 claims 1
ZBRRWKHJIJBXEW-QKKBWIMNSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-methyl-5-(6-propan-2-yloxypyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC(C)OC1=CC=C([C@H](COC[C@@H]2C)N2C(C(N=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 ZBRRWKHJIJBXEW-QKKBWIMNSA-N 0.000 claims 1
XCPDUCWPNLDCPH-WLRWDXFRSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O XCPDUCWPNLDCPH-WLRWDXFRSA-N 0.000 claims 1
IMNXPTXHVKEBHS-WLRWDXFRSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O IMNXPTXHVKEBHS-WLRWDXFRSA-N 0.000 claims 1
ASCUNBIWTSJHNK-VOJFVSQTSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[(3S,5R)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O ASCUNBIWTSJHNK-VOJFVSQTSA-N 0.000 claims 1
GRPBCKBJLQFXQU-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[3-(6-cyclopropylpyridin-3-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)C2C2=CC=C(C3CC3)N=C2)=O)=C2)=C2C2=C1COC2 GRPBCKBJLQFXQU-UHFFFAOYSA-N 0.000 claims 1
ALUQZPRFLKNXRC-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridin-8-yl)-[3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)C2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 ALUQZPRFLKNXRC-UHFFFAOYSA-N 0.000 claims 1
VPPHWRIJAAIFBJ-SFHVURJKSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,8]naphthyridin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(N=CC(C(N(CCOC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 VPPHWRIJAAIFBJ-SFHVURJKSA-N 0.000 claims 1
BTQCCCBPTJLOMC-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,8]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(N=CC(C(N(CCOC2)[C@H]2C(C=C2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COC2 BTQCCCBPTJLOMC-GOSISDBHSA-N 0.000 claims 1
VPPHWRIJAAIFBJ-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c][1,8]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(N=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 VPPHWRIJAAIFBJ-GOSISDBHSA-N 0.000 claims 1
GBKADTBCMOHLHR-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-(3-phenylmorpholin-4-yl)methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C2=CC=CC=C2)=O)=C2)=C2C2=C1COC2 GBKADTBCMOHLHR-UHFFFAOYSA-N 0.000 claims 1
AMSZLGFJXJJAHR-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-(3-pyrimidin-2-ylmorpholin-4-yl)methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C2=NC=CC=N2)=O)=C2)=C2C2=C1COC2 AMSZLGFJXJJAHR-UHFFFAOYSA-N 0.000 claims 1
CCVSSBAONZKCPN-ODXCJYRJSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(2R,5R)-2-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](C1)OC[C@@H](C2=NC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O CCVSSBAONZKCPN-ODXCJYRJSA-N 0.000 claims 1
JJWSWTVYSOASDF-LRTDBIEQSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(2R,5S)-2-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](C1)OC[C@H](C(C=C2)=CC=C2OC(F)(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O JJWSWTVYSOASDF-LRTDBIEQSA-N 0.000 claims 1
CCVSSBAONZKCPN-MPBGBICISA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(2R,5S)-2-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](C1)OC[C@H](C2=NC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O CCVSSBAONZKCPN-MPBGBICISA-N 0.000 claims 1
JJWSWTVYSOASDF-ZSEKCTLFSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(2S,5R)-2-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@@H](C1)OC[C@@H](C(C=C2)=CC=C2OC(F)(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O JJWSWTVYSOASDF-ZSEKCTLFSA-N 0.000 claims 1
AQGZBTYLDLZIDH-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-(3-chlorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C2=CC(Cl)=CC=C2)=O)=C2)=C2C2=C1COC2 AQGZBTYLDLZIDH-FQEVSTJZSA-N 0.000 claims 1
AKIDXVRAUWCVII-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-(4-chlorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C(C=C2)=CC=C2Cl)=O)=C2)=C2C2=C1COC2 AKIDXVRAUWCVII-FQEVSTJZSA-N 0.000 claims 1
RYGRWMUFLIREME-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-(5-bromopyridin-2-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C(C=C2)=NC=C2Br)=O)=C2)=C2C2=C1COC2 RYGRWMUFLIREME-IBGZPJMESA-N 0.000 claims 1
SFERIGDLWSMSHK-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-(6-methylpyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC1=CC=C([C@H](COCC2)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 SFERIGDLWSMSHK-FQEVSTJZSA-N 0.000 claims 1
WDPAXHOIZCFMBG-NRFANRHFSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-(2,2,2-trifluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C2=CC=C(CC(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 WDPAXHOIZCFMBG-NRFANRHFSA-N 0.000 claims 1
NPRVAIGCAJMFQJ-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-(difluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C(C=C2)=CC=C2OC(F)F)=O)=C2)=C2C2=C1COC2 NPRVAIGCAJMFQJ-FQEVSTJZSA-N 0.000 claims 1
WMIMRXFOLDWCFF-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 WMIMRXFOLDWCFF-FQEVSTJZSA-N 0.000 claims 1
LTTUHKVIIZNDSJ-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 LTTUHKVIIZNDSJ-IBGZPJMESA-N 0.000 claims 1
KGGONRDRQCGZBG-FQEVSTJZSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 KGGONRDRQCGZBG-FQEVSTJZSA-N 0.000 claims 1
VLATUPQLJRWQGW-IBGZPJMESA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 VLATUPQLJRWQGW-IBGZPJMESA-N 0.000 claims 1
INLXTQROLMUVJL-SFHVURJKSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[6-(trifluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C(C=N2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COC2 INLXTQROLMUVJL-SFHVURJKSA-N 0.000 claims 1
GXQDXSRSDJFZBE-SFHVURJKSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C2=CC=C(C(F)(F)F)N=C2)=O)=C2)=C2C2=C1COC2 GXQDXSRSDJFZBE-SFHVURJKSA-N 0.000 claims 1
XJSWVSYFKRYFJQ-RBZFPXEDSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@H](COC[C@@H]2C)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 XJSWVSYFKRYFJQ-RBZFPXEDSA-N 0.000 claims 1
OHLLBVFYYJQIST-QKVFXAPYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=CC(C(F)(F)F)=C2)=C2F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O OHLLBVFYYJQIST-QKVFXAPYSA-N 0.000 claims 1
BIZVHCFPJBVPPL-VOJFVSQTSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-[6-(difluoromethoxy)pyridazin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(N=N2)=CC=C2OC(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O BIZVHCFPJBVPPL-VOJFVSQTSA-N 0.000 claims 1
JWGZHVBLHLZFPS-LRTDBIEQSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=CC=C2OC(F)(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O JWGZHVBLHLZFPS-LRTDBIEQSA-N 0.000 claims 1
KHEMRKXXZHOUKM-LRTDBIEQSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O KHEMRKXXZHOUKM-LRTDBIEQSA-N 0.000 claims 1
PMGVZKJMGPQZNU-MPBGBICISA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O PMGVZKJMGPQZNU-MPBGBICISA-N 0.000 claims 1
QJAYEVYAVDMMSJ-CWTRNNRKSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O QJAYEVYAVDMMSJ-CWTRNNRKSA-N 0.000 claims 1
AQGZBTYLDLZIDH-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(3-chlorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC(Cl)=CC=C2)=O)=C2)=C2C2=C1COC2 AQGZBTYLDLZIDH-HXUWFJFHSA-N 0.000 claims 1
AKIDXVRAUWCVII-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(4-chlorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=C2)=CC=C2Cl)=O)=C2)=C2C2=C1COC2 AKIDXVRAUWCVII-HXUWFJFHSA-N 0.000 claims 1
LRJRTZUNOJLYPU-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(5-bromo-3-fluoropyridin-2-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C(F)=C2)=NC=C2Br)=O)=C2)=C2C2=C1COC2 LRJRTZUNOJLYPU-GOSISDBHSA-N 0.000 claims 1
RYGRWMUFLIREME-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(5-bromopyridin-2-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=C2)=NC=C2Br)=O)=C2)=C2C2=C1COC2 RYGRWMUFLIREME-LJQANCHMSA-N 0.000 claims 1
SFERIGDLWSMSHK-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(6-methylpyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC1=CC=C([C@@H](COCC2)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 SFERIGDLWSMSHK-HXUWFJFHSA-N 0.000 claims 1
NTXDQOAQGCMWLO-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(1,1,2,2,2-pentafluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(C(F)(F)F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 NTXDQOAQGCMWLO-HXUWFJFHSA-N 0.000 claims 1
WDPAXHOIZCFMBG-OAQYLSRUSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(2,2,2-trifluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(CC(F)(F)F)C=C2)=O)=C2)=C2C2=C1COC2 WDPAXHOIZCFMBG-OAQYLSRUSA-N 0.000 claims 1
NPRVAIGCAJMFQJ-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(difluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=C2)=CC=C2OC(F)F)=O)=C2)=C2C2=C1COC2 NPRVAIGCAJMFQJ-HXUWFJFHSA-N 0.000 claims 1
MQAPVSMKNPOABQ-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanethione Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=S)=C2)=C2C2=C1COC2 MQAPVSMKNPOABQ-HXUWFJFHSA-N 0.000 claims 1
LTTUHKVIIZNDSJ-LJQANCHMSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 LTTUHKVIIZNDSJ-LJQANCHMSA-N 0.000 claims 1
KGGONRDRQCGZBG-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)=C2C2=C1COC2 KGGONRDRQCGZBG-HXUWFJFHSA-N 0.000 claims 1
INLXTQROLMUVJL-GOSISDBHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[6-(trifluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=N2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COC2 INLXTQROLMUVJL-GOSISDBHSA-N 0.000 claims 1
NJKJJBMNESCXFM-QGZVFWFLSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[6-(trifluoromethyl)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)N=N2)=O)=C2)=C2C2=C1COC2 NJKJJBMNESCXFM-QGZVFWFLSA-N 0.000 claims 1
XJSWVSYFKRYFJQ-ZUOKHONESA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@@H](COC[C@H]2C)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 XJSWVSYFKRYFJQ-ZUOKHONESA-N 0.000 claims 1
OHLLBVFYYJQIST-XUSGNXJCSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=CC(C(F)(F)F)=C2)=C2F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O OHLLBVFYYJQIST-XUSGNXJCSA-N 0.000 claims 1
BIZVHCFPJBVPPL-ADLMAVQZSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-[6-(difluoromethoxy)pyridazin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O BIZVHCFPJBVPPL-ADLMAVQZSA-N 0.000 claims 1
JWGZHVBLHLZFPS-ZSEKCTLFSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=C2)=CC=C2OC(F)(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O JWGZHVBLHLZFPS-ZSEKCTLFSA-N 0.000 claims 1
PMGVZKJMGPQZNU-YUNKPMOVSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O PMGVZKJMGPQZNU-YUNKPMOVSA-N 0.000 claims 1
SBJFPVAKZKZEST-YUNKPMOVSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O SBJFPVAKZKZEST-YUNKPMOVSA-N 0.000 claims 1
QJAYEVYAVDMMSJ-BUXKBTBVSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O QJAYEVYAVDMMSJ-BUXKBTBVSA-N 0.000 claims 1
DULZNRYGTLZJGK-HXUWFJFHSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(5S)-2,2-dimethyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound CC(C)(C1)OC[C@H](C2=NC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3COC2)=C1N=C3N)=O DULZNRYGTLZJGK-HXUWFJFHSA-N 0.000 claims 1
BELXZDJHOPDPDT-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[2-(4-bromophenyl)-4,4-difluoropiperidin-1-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCC(C2)(F)F)C2C(C=C2)=CC=C2Br)=O)=C2)=C2C2=C1COC2 BELXZDJHOPDPDT-UHFFFAOYSA-N 0.000 claims 1
HXFJMQQQOAQDLS-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(2-chlorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C(C=CC=C2)=C2Cl)=O)=C2)=C2C2=C1COC2 HXFJMQQQOAQDLS-UHFFFAOYSA-N 0.000 claims 1
ZEIJCJGJWRYWBV-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(2-methylphenyl)morpholin-4-yl]methanone Chemical compound CC1=C(C(COCC2)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=CC=C1 ZEIJCJGJWRYWBV-UHFFFAOYSA-N 0.000 claims 1
GFWLONKUQLKXLL-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(3-bromophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C2=CC(Br)=CC=C2)=O)=C2)=C2C2=C1COC2 GFWLONKUQLKXLL-UHFFFAOYSA-N 0.000 claims 1
UFDVUPHZSKBXAJ-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(3-fluorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C2=CC(F)=CC=C2)=O)=C2)=C2C2=C1COC2 UFDVUPHZSKBXAJ-UHFFFAOYSA-N 0.000 claims 1
YEZHNAYRYZRACR-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(4-bromophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C(C=C2)=CC=C2Br)=O)=C2)=C2C2=C1COC2 YEZHNAYRYZRACR-UHFFFAOYSA-N 0.000 claims 1
WKHBYXIRNPKLOO-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(4-fluorophenyl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C(C=C2)=CC=C2F)=O)=C2)=C2C2=C1COC2 WKHBYXIRNPKLOO-UHFFFAOYSA-N 0.000 claims 1
ZAZOKOYKQZRSTN-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(4-methoxyphenyl)morpholin-4-yl]methanone Chemical compound COC1=CC=C(C(COCC2)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=C1 ZAZOKOYKQZRSTN-UHFFFAOYSA-N 0.000 claims 1
UTRWHDJLCNWENT-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(4-methylphenyl)morpholin-4-yl]methanone Chemical compound CC1=CC=C(C(COCC2)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=C1 UTRWHDJLCNWENT-UHFFFAOYSA-N 0.000 claims 1
JYBDKRNMWUTOLC-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(6-bromopyridazin-3-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C(N=N2)=CC=C2Br)=O)=C2)=C2C2=C1COC2 JYBDKRNMWUTOLC-UHFFFAOYSA-N 0.000 claims 1
SFERIGDLWSMSHK-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-(6-methylpyridin-3-yl)morpholin-4-yl]methanone Chemical compound CC1=CC=C(C(COCC2)N2C(C(C=C2)=CC(C3=C4COC3)=C2N=C4N)=O)C=N1 SFERIGDLWSMSHK-UHFFFAOYSA-N 0.000 claims 1
GXQDXSRSDJFZBE-UHFFFAOYSA-N (4-amino-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C2=CC=C(C(F)(F)F)N=C2)=O)=C2)=C2C2=C1COC2 GXQDXSRSDJFZBE-UHFFFAOYSA-N 0.000 claims 1
APCBVLURXODCQQ-GOSISDBHSA-N (4-amino-1,7-dimethylpyrazolo[4,3-c][1,8]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CC(C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)=C1)=NC2=C1C(N(C)N=C1)=C1C(N)=N2 APCBVLURXODCQQ-GOSISDBHSA-N 0.000 claims 1
TUBYVOQGRAJKKW-HXUWFJFHSA-N (4-amino-1,7-dimethylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CC(C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)=C1)=CC2=C1C(N(C)N=C1)=C1C(N)=N2 TUBYVOQGRAJKKW-HXUWFJFHSA-N 0.000 claims 1
BITARHQTJYSMRW-CQSZACIVSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenoxy]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@@H]1OC1=CC=C(C(F)(F)F)C=C1)=O)N=C1)=C1N=C2N BITARHQTJYSMRW-CQSZACIVSA-N 0.000 claims 1
GYDBLAWGHYBUQG-ZDUSSCGKSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)N=C1)=C1N=C2N GYDBLAWGHYBUQG-ZDUSSCGKSA-N 0.000 claims 1
KRCORNQLIFDRMA-AWEZNQCLSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3R)-3-[[4-(trifluoromethyl)phenyl]methyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N1C[C@H](CC3=CC=C(C(F)(F)F)C=C3)CC1)=O)N=C1)=C1N=C2N KRCORNQLIFDRMA-AWEZNQCLSA-N 0.000 claims 1
BFFQXSTWJROHJP-ADLMAVQZSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3C=NN2C)=C1N=C3N)=O BFFQXSTWJROHJP-ADLMAVQZSA-N 0.000 claims 1
IHTPXXVHADFSGN-GOSISDBHSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(1,1,2,2,2-pentafluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=CC=C(C(C(F)(F)F)(F)F)C=C1)=O)N=C1)=C1N=C2N IHTPXXVHADFSGN-GOSISDBHSA-N 0.000 claims 1
BITARHQTJYSMRW-AWEZNQCLSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenoxy]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1OC1=CC=C(C(F)(F)F)C=C1)=O)N=C1)=C1N=C2N BITARHQTJYSMRW-AWEZNQCLSA-N 0.000 claims 1
HVFCNJOENUNKMP-OAHLLOKOSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3S)-3-[6-(difluoromethoxy)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C(N=N1)=CC=C1OC(F)F)=O)N=C1)=C1N=C2N HVFCNJOENUNKMP-OAHLLOKOSA-N 0.000 claims 1
KRCORNQLIFDRMA-CQSZACIVSA-N (4-amino-1-methylpyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3S)-3-[[4-(trifluoromethyl)phenyl]methyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N1C[C@@H](CC3=CC=C(C(F)(F)F)C=C3)CC1)=O)N=C1)=C1N=C2N KRCORNQLIFDRMA-CQSZACIVSA-N 0.000 claims 1
OLWDDJDRYSYFSW-HNNXBMFYSA-N (4-amino-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C=C1)C(N(CC3)C[C@H]3C3=CC=C(C(F)(F)F)C=C3)=O)=C1N=C2N OLWDDJDRYSYFSW-HNNXBMFYSA-N 0.000 claims 1
RNVSDLIQYQWPDB-LJQANCHMSA-N (4-amino-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(1,1,2,2,2-pentafluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C=C1)C(N(CCOC3)[C@H]3C3=CC=C(C(C(F)(F)F)(F)F)C=C3)=O)=C1N=C2N RNVSDLIQYQWPDB-LJQANCHMSA-N 0.000 claims 1
TVHDTKFKCSPOFS-MRXNPFEDSA-N (4-amino-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[6-(difluoromethoxy)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C=C1)C(N(CCOC3)[C@H]3C(N=N3)=CC=C3OC(F)F)=O)=C1N=C2N TVHDTKFKCSPOFS-MRXNPFEDSA-N 0.000 claims 1
RJNWAPVUOBYHLV-UHFFFAOYSA-N (4-amino-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C=C1)C(N(C3)CC3C3=CC=C(C(F)(F)F)C=C3)=O)=C1N=C2N RJNWAPVUOBYHLV-UHFFFAOYSA-N 0.000 claims 1
GDHQOKPJJPVSCA-GOSISDBHSA-N (4-amino-2,3-dihydrofuro[3,2-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1CCO2 GDHQOKPJJPVSCA-GOSISDBHSA-N 0.000 claims 1
BJVDUFBPQHUQMQ-HXUWFJFHSA-N (4-amino-3,3-dimethyl-1H-furo[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound CC1(C)OCC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C(C=C1)=CC=C1OC(F)(F)F)=O BJVDUFBPQHUQMQ-HXUWFJFHSA-N 0.000 claims 1
RHOYRHOIRQOIOI-HXUWFJFHSA-N (4-amino-3,7-dimethylpyrazolo[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CC(C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)=C1)=CC(N=C2N)=C1C1=C2N(C)N=C1 RHOYRHOIRQOIOI-HXUWFJFHSA-N 0.000 claims 1
UOABSJFIVQZMGO-QGZVFWFLSA-N (4-amino-3-methyl-2H-pyrazolo[4,3-c][1,7]naphthyridin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CC1=NNC2=C1C(N)=NC1=C2C=C(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)N=C1 UOABSJFIVQZMGO-QGZVFWFLSA-N 0.000 claims 1
PELXQCNKTYCTPG-GOSISDBHSA-N (4-amino-3-methyl-2H-pyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CC1=NNC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O PELXQCNKTYCTPG-GOSISDBHSA-N 0.000 claims 1
TZNSXYWTJYGFRY-IBGZPJMESA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@@H]1C(C=C1)=CC=C1OC(F)(F)F)=O TZNSXYWTJYGFRY-IBGZPJMESA-N 0.000 claims 1
GMTRDSYHFZRVCD-IBGZPJMESA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@@H]1C1=CC=C(C(F)(F)F)C=C1)=O GMTRDSYHFZRVCD-IBGZPJMESA-N 0.000 claims 1
GBNBSWQBXKXNMG-SFHVURJKSA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@@H]1C1=NC=C(C(F)(F)F)C=C1)=O GBNBSWQBXKXNMG-SFHVURJKSA-N 0.000 claims 1
WDPBLDUHLFTXSZ-ZUOKHONESA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=CC=C2OC(F)(F)F)N1C(C(C=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O WDPBLDUHLFTXSZ-ZUOKHONESA-N 0.000 claims 1
DREQJQHTDARBLW-ZUOKHONESA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)C=C2)N1C(C(C=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O DREQJQHTDARBLW-ZUOKHONESA-N 0.000 claims 1
TZNSXYWTJYGFRY-LJQANCHMSA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C(C=C1)=CC=C1OC(F)(F)F)=O TZNSXYWTJYGFRY-LJQANCHMSA-N 0.000 claims 1
GMTRDSYHFZRVCD-LJQANCHMSA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O GMTRDSYHFZRVCD-LJQANCHMSA-N 0.000 claims 1
LABQJAASPNBMMA-GOSISDBHSA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S)-3-[5-(difluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C(C=C1)=NC=C1OC(F)F)=O LABQJAASPNBMMA-GOSISDBHSA-N 0.000 claims 1
GBNBSWQBXKXNMG-GOSISDBHSA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C1=NC=C(C(F)(F)F)C=C1)=O GBNBSWQBXKXNMG-GOSISDBHSA-N 0.000 claims 1
TYYJMHJSUZCGPP-KZULUSFZSA-N (4-amino-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S,5R)-3-(6-methoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC)N1C(C(C=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O TYYJMHJSUZCGPP-KZULUSFZSA-N 0.000 claims 1
JETXSQXOBWINTG-IBGZPJMESA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-(6-ethoxypyridazin-3-yl)morpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@H](COCC2)N2C(C(C(Cl)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 JETXSQXOBWINTG-IBGZPJMESA-N 0.000 claims 1
NRVPUGDVBZHKHX-SFHVURJKSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[2-(trifluoromethyl)pyridin-4-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C2=CC(C(F)(F)F)=NC=C2)=O)=C2)Cl)=C2C2=C1COC2 NRVPUGDVBZHKHX-SFHVURJKSA-N 0.000 claims 1
FWMDCDBDAUTAPJ-IBGZPJMESA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)Cl)=C2C2=C1COC2 FWMDCDBDAUTAPJ-IBGZPJMESA-N 0.000 claims 1
IECCUMJUOHACCO-FQEVSTJZSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)Cl)=C2C2=C1COC2 IECCUMJUOHACCO-FQEVSTJZSA-N 0.000 claims 1
BIISFRSABJRRCF-IBGZPJMESA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)Cl)=C2C2=C1COC2 BIISFRSABJRRCF-IBGZPJMESA-N 0.000 claims 1
UAAIIEUDZXXTEK-LLVKDONJSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)Cl)=C2C2=C1COC2 UAAIIEUDZXXTEK-LLVKDONJSA-N 0.000 claims 1
LHLQNFSOCTVUQT-SFHVURJKSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[6-(difluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C(C=N2)=CC=C2OC(F)F)=O)=C2)Cl)=C2C2=C1COC2 LHLQNFSOCTVUQT-SFHVURJKSA-N 0.000 claims 1
NTYDAAKWQBCADH-QFIPXVFZSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-hydroxy-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@@]2(C2=CC=C(C(F)(F)F)C=C2)O)=O)=C2)Cl)=C2C2=C1COC2 NTYDAAKWQBCADH-QFIPXVFZSA-N 0.000 claims 1
WOIMNATUFSNORY-ZWKOTPCHSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,4S)-3-(4-fluorophenyl)-4-(1H-pyrazol-5-yl)pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(C[C@H]2C3=NNC=C3)C[C@H]2C(C=C2)=CC=C2F)=O)=C2)Cl)=C2C2=C1COC2 WOIMNATUFSNORY-ZWKOTPCHSA-N 0.000 claims 1
VBXDVVIJIWRYRF-KXBFYZLASA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,4S)-3-ethyl-4-(4-methylphenyl)pyrrolidin-1-yl]methanone Chemical compound CC[C@@H](CN(C1)C(C(C(Cl)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@H]1C1=CC=C(C)C=C1 VBXDVVIJIWRYRF-KXBFYZLASA-N 0.000 claims 1
WYXQVNFDGLUNFQ-YUNKPMOVSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@H](COC[C@@H]2C)N2C(C(C(Cl)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 WYXQVNFDGLUNFQ-YUNKPMOVSA-N 0.000 claims 1
DIZVPNWODOGMHJ-XUSGNXJCSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=CC=C2OC(F)(F)F)N1C(C(C(Cl)=C1)=CC(C2=C3COC2)=C1N=C3N)=O DIZVPNWODOGMHJ-XUSGNXJCSA-N 0.000 claims 1
GPRNSNUEYQONGL-BIBXISHDSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(C(Cl)=C1)=CC(C2=C3COC2)=C1N=C3N)=O GPRNSNUEYQONGL-BIBXISHDSA-N 0.000 claims 1
MBKJENJOUWKHPR-BIBXISHDSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C(Cl)=C1)=CC(C2=C3COC2)=C1N=C3N)=O MBKJENJOUWKHPR-BIBXISHDSA-N 0.000 claims 1
GHWFCWGGHFMDKT-NSPYISDASA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(C(Cl)=C1)=CC(C2=C3COC2)=C1N=C3N)=O GHWFCWGGHFMDKT-NSPYISDASA-N 0.000 claims 1
JETXSQXOBWINTG-LJQANCHMSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(6-ethoxypyridazin-3-yl)morpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@@H](COCC2)N2C(C(C(Cl)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 JETXSQXOBWINTG-LJQANCHMSA-N 0.000 claims 1
NRVPUGDVBZHKHX-GOSISDBHSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[2-(trifluoromethyl)pyridin-4-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C2=CC(C(F)(F)F)=NC=C2)=O)=C2)Cl)=C2C2=C1COC2 NRVPUGDVBZHKHX-GOSISDBHSA-N 0.000 claims 1
RFFUWUKFBOTCFU-HXUWFJFHSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)Cl)=C2C2=C1COC2 RFFUWUKFBOTCFU-HXUWFJFHSA-N 0.000 claims 1
FWMDCDBDAUTAPJ-LJQANCHMSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)Cl)=C2C2=C1COC2 FWMDCDBDAUTAPJ-LJQANCHMSA-N 0.000 claims 1
IECCUMJUOHACCO-HXUWFJFHSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)Cl)=C2C2=C1COC2 IECCUMJUOHACCO-HXUWFJFHSA-N 0.000 claims 1
BIISFRSABJRRCF-LJQANCHMSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)Cl)=C2C2=C1COC2 BIISFRSABJRRCF-LJQANCHMSA-N 0.000 claims 1
UAAIIEUDZXXTEK-NSHDSACASA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)Cl)=C2C2=C1COC2 UAAIIEUDZXXTEK-NSHDSACASA-N 0.000 claims 1
LHLQNFSOCTVUQT-GOSISDBHSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[6-(difluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C(C=N2)=CC=C2OC(F)F)=O)=C2)Cl)=C2C2=C1COC2 LHLQNFSOCTVUQT-GOSISDBHSA-N 0.000 claims 1
VBXDVVIJIWRYRF-DNVCBOLYSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,4R)-3-ethyl-4-(4-methylphenyl)pyrrolidin-1-yl]methanone Chemical compound CC[C@H](CN(C1)C(C(C(Cl)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@@H]1C1=CC=C(C)C=C1 VBXDVVIJIWRYRF-DNVCBOLYSA-N 0.000 claims 1
WYXQVNFDGLUNFQ-MPBGBICISA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@@H](COC[C@H]2C)N2C(C(C(Cl)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 WYXQVNFDGLUNFQ-MPBGBICISA-N 0.000 claims 1
GPRNSNUEYQONGL-YBTHPKLGSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(C(Cl)=C1)=CC(C2=C3COC2)=C1N=C3N)=O GPRNSNUEYQONGL-YBTHPKLGSA-N 0.000 claims 1
MBKJENJOUWKHPR-YBTHPKLGSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C(Cl)=C1)=CC(C2=C3COC2)=C1N=C3N)=O MBKJENJOUWKHPR-YBTHPKLGSA-N 0.000 claims 1
GHWFCWGGHFMDKT-WLRWDXFRSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(C(Cl)=C1)=CC(C2=C3COC2)=C1N=C3N)=O GHWFCWGGHFMDKT-WLRWDXFRSA-N 0.000 claims 1
SRZGSXMDALLOAQ-UHFFFAOYSA-N (4-amino-7-chloro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(C2)CC2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)Cl)=C2C2=C1COC2 SRZGSXMDALLOAQ-UHFFFAOYSA-N 0.000 claims 1
XPXKJIQGUVDFIE-ZDUSSCGKSA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)C(Cl)=C1)=C1N=C2N XPXKJIQGUVDFIE-ZDUSSCGKSA-N 0.000 claims 1
XFTVGELDPLSEDF-LLVKDONJSA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@@H]1C1=NC=C(C(F)(F)F)C=C1)=O)C(Cl)=C1)=C1N=C2N XFTVGELDPLSEDF-LLVKDONJSA-N 0.000 claims 1
ASBOSWVVCCFKNK-APPDUMDISA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R,4S)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-4-(hydroxymethyl)pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C[C@H]1CO)C[C@H]1C(C=CC(C(F)(F)F)=C1)=C1F)=O)C(Cl)=C1)=C1N=C2N ASBOSWVVCCFKNK-APPDUMDISA-N 0.000 claims 1
BVKJYGZSNAGDQX-LJQANCHMSA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)C(Cl)=C1)=C1N=C2N BVKJYGZSNAGDQX-LJQANCHMSA-N 0.000 claims 1
XFTVGELDPLSEDF-NSHDSACASA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1C1=NC=C(C(F)(F)F)C=C1)=O)C(Cl)=C1)=C1N=C2N XFTVGELDPLSEDF-NSHDSACASA-N 0.000 claims 1
XNSKKLPGCQBHQM-UHFFFAOYSA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C1)CC1C1=CC=C(C(F)(F)F)C=C1)=O)C(Cl)=C1)=C1N=C2N XNSKKLPGCQBHQM-UHFFFAOYSA-N 0.000 claims 1
XFHFHFVTFUSPEU-UHFFFAOYSA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[3-[5-(trifluoromethyl)pyridin-2-yl]azetidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C1)CC1C1=NC=C(C(F)(F)F)C=C1)=O)C(Cl)=C1)=C1N=C2N XFHFHFVTFUSPEU-UHFFFAOYSA-N 0.000 claims 1
FAUDBLCWNAWNDB-UHFFFAOYSA-N (4-amino-7-chloro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[3-hydroxy-3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C1)CC1(C1=CC=C(C(F)(F)F)C=C1)O)=O)C(Cl)=C1)=C1N=C2N FAUDBLCWNAWNDB-UHFFFAOYSA-N 0.000 claims 1
QBAPLLYRNXFBCU-IBGZPJMESA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-(6-ethoxypyridazin-3-yl)morpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@H](COCC2)N2C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 QBAPLLYRNXFBCU-IBGZPJMESA-N 0.000 claims 1
VRWDDBRNLJPMPN-SFHVURJKSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[2-(trifluoromethyl)pyridin-4-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C2=CC(C(F)(F)F)=NC=C2)=O)=C2)F)=C2C2=C1COC2 VRWDDBRNLJPMPN-SFHVURJKSA-N 0.000 claims 1
SCWZVJBVWHGPBT-ZDUSSCGKSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 SCWZVJBVWHGPBT-ZDUSSCGKSA-N 0.000 claims 1
OCESDHMWPFLCKM-IBGZPJMESA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)F)=C2C2=C1COC2 OCESDHMWPFLCKM-IBGZPJMESA-N 0.000 claims 1
LBLMAAWYDNHVTQ-FQEVSTJZSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)F)=C2C2=C1COC2 LBLMAAWYDNHVTQ-FQEVSTJZSA-N 0.000 claims 1
PYEJCUYHCKRQPA-IBGZPJMESA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 PYEJCUYHCKRQPA-IBGZPJMESA-N 0.000 claims 1
LIHQWXPIFYYQQK-LLVKDONJSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 LIHQWXPIFYYQQK-LLVKDONJSA-N 0.000 claims 1
PELVTEGIYGEBIL-SFHVURJKSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-[6-(difluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@@H]2C(C=N2)=CC=C2OC(F)F)=O)=C2)F)=C2C2=C1COC2 PELVTEGIYGEBIL-SFHVURJKSA-N 0.000 claims 1
FVNLIAYJBGTZSU-QFIPXVFZSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R)-3-hydroxy-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@@]2(C2=CC=C(C(F)(F)F)C=C2)O)=O)=C2)F)=C2C2=C1COC2 FVNLIAYJBGTZSU-QFIPXVFZSA-N 0.000 claims 1
IZLABRZKOJRDRU-WLRWDXFRSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-(6-chloropyridin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=N2)=CC=C2Cl)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O IZLABRZKOJRDRU-WLRWDXFRSA-N 0.000 claims 1
ZNSYQWNBTUVJLU-YUNKPMOVSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@H](COC[C@@H]2C)N2C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 ZNSYQWNBTUVJLU-YUNKPMOVSA-N 0.000 claims 1
RSBSRCVUPMRCIQ-YPMLDQLKSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-[6-(difluoromethoxy)pyridazin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(N=N2)=CC=C2OC(F)F)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O RSBSRCVUPMRCIQ-YPMLDQLKSA-N 0.000 claims 1
QQCOJXKXZOREOX-XUSGNXJCSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)C=C2)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O QQCOJXKXZOREOX-XUSGNXJCSA-N 0.000 claims 1
BICUCLBFUKXSBX-BIBXISHDSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O BICUCLBFUKXSBX-BIBXISHDSA-N 0.000 claims 1
QUGNHXKUJLGHKX-BIBXISHDSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O QUGNHXKUJLGHKX-BIBXISHDSA-N 0.000 claims 1
VBLUCJHTSSGMGB-NSPYISDASA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O VBLUCJHTSSGMGB-NSPYISDASA-N 0.000 claims 1
VRDUDGFGMVVVMM-GOSISDBHSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(5-bromo-3-fluoropyridin-2-yl)morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C(C(F)=C2)=NC=C2Br)=O)=C2)F)=C2C2=C1COC2 VRDUDGFGMVVVMM-GOSISDBHSA-N 0.000 claims 1
QBAPLLYRNXFBCU-LJQANCHMSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-(6-ethoxypyridazin-3-yl)morpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@@H](COCC2)N2C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 QBAPLLYRNXFBCU-LJQANCHMSA-N 0.000 claims 1
VRWDDBRNLJPMPN-GOSISDBHSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[2-(trifluoromethyl)pyridin-4-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C2=CC(C(F)(F)F)=NC=C2)=O)=C2)F)=C2C2=C1COC2 VRWDDBRNLJPMPN-GOSISDBHSA-N 0.000 claims 1
ZFSKTGKGULHWNH-HXUWFJFHSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 ZFSKTGKGULHWNH-HXUWFJFHSA-N 0.000 claims 1
OCESDHMWPFLCKM-LJQANCHMSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C(C=C2)=CC(OC(F)(F)F)=C2F)=O)=C2)F)=C2C2=C1COC2 OCESDHMWPFLCKM-LJQANCHMSA-N 0.000 claims 1
LBLMAAWYDNHVTQ-HXUWFJFHSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[4-fluoro-3-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C(C=C2)=CC(C(F)(F)F)=C2F)=O)=C2)F)=C2C2=C1COC2 LBLMAAWYDNHVTQ-HXUWFJFHSA-N 0.000 claims 1
PYEJCUYHCKRQPA-LJQANCHMSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 PYEJCUYHCKRQPA-LJQANCHMSA-N 0.000 claims 1
LIHQWXPIFYYQQK-NSHDSACASA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@H]2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 LIHQWXPIFYYQQK-NSHDSACASA-N 0.000 claims 1
PELVTEGIYGEBIL-GOSISDBHSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-[6-(difluoromethoxy)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C(C=N2)=CC=C2OC(F)F)=O)=C2)F)=C2C2=C1COC2 PELVTEGIYGEBIL-GOSISDBHSA-N 0.000 claims 1
FVNLIAYJBGTZSU-JOCHJYFZSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S)-3-hydroxy-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CC2)C[C@]2(C2=CC=C(C(F)(F)F)C=C2)O)=O)=C2)F)=C2C2=C1COC2 FVNLIAYJBGTZSU-JOCHJYFZSA-N 0.000 claims 1
IZLABRZKOJRDRU-NSPYISDASA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-(6-chloropyridin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=N2)=CC=C2Cl)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O IZLABRZKOJRDRU-NSPYISDASA-N 0.000 claims 1
ZNSYQWNBTUVJLU-MPBGBICISA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-(6-ethoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound CCOC1=CC=C([C@@H](COC[C@H]2C)N2C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)N=N1 ZNSYQWNBTUVJLU-MPBGBICISA-N 0.000 claims 1
QGDJVLQCADJCLU-NSPYISDASA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-(6-methoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O QGDJVLQCADJCLU-NSPYISDASA-N 0.000 claims 1
RSBSRCVUPMRCIQ-MLCYQJTMSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-[6-(difluoromethoxy)pyridazin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC(F)F)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O RSBSRCVUPMRCIQ-MLCYQJTMSA-N 0.000 claims 1
BICUCLBFUKXSBX-YBTHPKLGSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethoxy)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C(C=C2)=NC=C2OC(F)(F)F)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O BICUCLBFUKXSBX-YBTHPKLGSA-N 0.000 claims 1
QUGNHXKUJLGHKX-YBTHPKLGSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O QUGNHXKUJLGHKX-YBTHPKLGSA-N 0.000 claims 1
VBLUCJHTSSGMGB-WLRWDXFRSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(3S,5R)-3-methyl-5-[6-(trifluoromethyl)pyridin-3-yl]morpholin-4-yl]methanone Chemical compound C[C@@H](COC[C@H]1C2=CC=C(C(F)(F)F)N=C2)N1C(C(C(F)=C1)=CC(C2=C3COC2)=C1N=C3N)=O VBLUCJHTSSGMGB-WLRWDXFRSA-N 0.000 claims 1
WOPZZLIZPRGYPM-LJQANCHMSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(4R)-3,3-dimethyl-4-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CC(C)(CN(C1)C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@H]1C1=CC=C(C(F)(F)F)C=C1 WOPZZLIZPRGYPM-LJQANCHMSA-N 0.000 claims 1
FJRBXLTYKFYQLC-FQEVSTJZSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(4S)-3,3-dimethyl-4-(4-methylphenyl)pyrrolidin-1-yl]methanone Chemical compound CC(C)(CN(C1)C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@@H]1C1=CC=C(C)C=C1 FJRBXLTYKFYQLC-FQEVSTJZSA-N 0.000 claims 1
XLNONCPHDVRXHF-IBGZPJMESA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(4S)-4-(4-bromophenyl)-3,3-dimethylpyrrolidin-1-yl]methanone Chemical compound CC(C)(CN(C1)C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@@H]1C(C=C1)=CC=C1Br XLNONCPHDVRXHF-IBGZPJMESA-N 0.000 claims 1
YGRKMVZHTUAAMF-IBGZPJMESA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[(4S)-4-(4-fluorophenyl)-3,3-dimethylpyrrolidin-1-yl]methanone Chemical compound CC(C)(CN(C1)C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@@H]1C(C=C1)=CC=C1F YGRKMVZHTUAAMF-IBGZPJMESA-N 0.000 claims 1
YUNLHHGTMBMBKH-UHFFFAOYSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(C2)CC2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 YUNLHHGTMBMBKH-UHFFFAOYSA-N 0.000 claims 1
BAHCYQRELZSJOK-UHFFFAOYSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-[5-(trifluoromethyl)pyridin-2-yl]azetidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(C2)CC2C2=NC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1COC2 BAHCYQRELZSJOK-UHFFFAOYSA-N 0.000 claims 1
SNXCSGRKEWFNKM-UHFFFAOYSA-N (4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinolin-8-yl)-[3-hydroxy-3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(C2)CC2(C2=CC=C(C(F)(F)F)C=C2)O)=O)=C2)F)=C2C2=C1COC2 SNXCSGRKEWFNKM-UHFFFAOYSA-N 0.000 claims 1
OSQXMZBLPGLAKN-FATZIPQQSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(1R,5S)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexan-3-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C[C@H]1C3)C[C@@]13C1=CC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N OSQXMZBLPGLAKN-FATZIPQQSA-N 0.000 claims 1
OSQXMZBLPGLAKN-LFVRLGFBSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexan-3-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C[C@@H]1C3)C[C@]13C1=CC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N OSQXMZBLPGLAKN-LFVRLGFBSA-N 0.000 claims 1
SDHUAZHEXUPPTC-CQSZACIVSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenoxy]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@@H]1OC1=CC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N SDHUAZHEXUPPTC-CQSZACIVSA-N 0.000 claims 1
ZKJSGBYZNPDNNR-SFHVURJKSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@@H]1C1=NC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N ZKJSGBYZNPDNNR-SFHVURJKSA-N 0.000 claims 1
BRUPZWUCUUQABV-GFCCVEGCSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]oxypyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@@H]1OC1=NC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N BRUPZWUCUUQABV-GFCCVEGCSA-N 0.000 claims 1
DMIFMSCHDCONIG-LLVKDONJSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@@H]1C1=NC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N DMIFMSCHDCONIG-LLVKDONJSA-N 0.000 claims 1
CTAAOVLULSTUIS-AWEZNQCLSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R)-3-[[4-(trifluoromethyl)phenyl]methyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N1C[C@H](CC3=CC=C(C(F)(F)F)C=C3)CC1)=O)C(F)=C1)=C1N=C2N CTAAOVLULSTUIS-AWEZNQCLSA-N 0.000 claims 1
CEYLOCSIWFNGRK-APPDUMDISA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R,4S)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-4-(hydroxymethyl)pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C[C@H]1CO)C[C@H]1C(C=CC(C(F)(F)F)=C1)=C1F)=O)C(F)=C1)=C1N=C2N CEYLOCSIWFNGRK-APPDUMDISA-N 0.000 claims 1
LPCSJDNGAUAZNI-NSPYISDASA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C(F)=C1)=CC(C2=C3C=NN2C)=C1N=C3N)=O LPCSJDNGAUAZNI-NSPYISDASA-N 0.000 claims 1
BVRKUWCGRPBAIS-LJQANCHMSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-(4-fluorophenyl)morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C(C=C1)=CC=C1F)=O)C(F)=C1)=C1N=C2N BVRKUWCGRPBAIS-LJQANCHMSA-N 0.000 claims 1
BPGQABIGIVQBFX-LJQANCHMSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(1,1,2,2,2-pentafluoroethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=CC=C(C(C(F)(F)F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N BPGQABIGIVQBFX-LJQANCHMSA-N 0.000 claims 1
SDHUAZHEXUPPTC-AWEZNQCLSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenoxy]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1OC1=CC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N SDHUAZHEXUPPTC-AWEZNQCLSA-N 0.000 claims 1
MILWIVRLULZLHL-LJQANCHMSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N MILWIVRLULZLHL-LJQANCHMSA-N 0.000 claims 1
ZKJSGBYZNPDNNR-GOSISDBHSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=NC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N ZKJSGBYZNPDNNR-GOSISDBHSA-N 0.000 claims 1
BRUPZWUCUUQABV-LBPRGKRZSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]oxypyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1OC1=NC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N BRUPZWUCUUQABV-LBPRGKRZSA-N 0.000 claims 1
DMIFMSCHDCONIG-NSHDSACASA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1C1=NC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N DMIFMSCHDCONIG-NSHDSACASA-N 0.000 claims 1
CTAAOVLULSTUIS-CQSZACIVSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S)-3-[[4-(trifluoromethyl)phenyl]methyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N1C[C@@H](CC3=CC=C(C(F)(F)F)C=C3)CC1)=O)C(F)=C1)=C1N=C2N CTAAOVLULSTUIS-CQSZACIVSA-N 0.000 claims 1
PHIGFRJGPPSCRX-ADLMAVQZSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S,5R)-3-(6-methoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC)N1C(C(C(F)=C1)=CC(C2=C3C=NN2C)=C1N=C3N)=O PHIGFRJGPPSCRX-ADLMAVQZSA-N 0.000 claims 1
MPVYHCUZOKEZEA-BMLIUANNSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(3S,5R)-3-[6-(difluoromethoxy)pyridazin-3-yl]-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC(F)F)N1C(C(C(F)=C1)=CC(C2=C3C=NN2C)=C1N=C3N)=O MPVYHCUZOKEZEA-BMLIUANNSA-N 0.000 claims 1
UHVUYGIQEDNXLX-GOSISDBHSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(4R)-3,3-dimethyl-4-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CC(C)(CN(C1)C(C(C(F)=C2)=CC(C3=C4C=NN3C)=C2N=C4N)=O)[C@H]1C1=CC=C(C(F)(F)F)C=C1 UHVUYGIQEDNXLX-GOSISDBHSA-N 0.000 claims 1
UHVUYGIQEDNXLX-SFHVURJKSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[(4S)-3,3-dimethyl-4-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CC(C)(CN(C1)C(C(C(F)=C2)=CC(C3=C4C=NN3C)=C2N=C4N)=O)[C@@H]1C1=CC=C(C(F)(F)F)C=C1 UHVUYGIQEDNXLX-SFHVURJKSA-N 0.000 claims 1
ZJVAQEIFQBXRGS-UHFFFAOYSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C1)CC1C1=CC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N ZJVAQEIFQBXRGS-UHFFFAOYSA-N 0.000 claims 1
NYIHDSPLLNIAAT-UHFFFAOYSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[3-[5-(trifluoromethyl)pyridin-2-yl]azetidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C1)CC1C1=NC=C(C(F)(F)F)C=C1)=O)C(F)=C1)=C1N=C2N NYIHDSPLLNIAAT-UHFFFAOYSA-N 0.000 claims 1
JNKOSCVWYDOFOP-UHFFFAOYSA-N (4-amino-7-fluoro-1-methylpyrazolo[4,3-c]quinolin-8-yl)-[3-hydroxy-3-[4-(trifluoromethyl)phenyl]azetidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(C1)CC1(C1=CC=C(C(F)(F)F)C=C1)O)=O)C(F)=C1)=C1N=C2N JNKOSCVWYDOFOP-UHFFFAOYSA-N 0.000 claims 1
OAQZFQOXCHAWFM-LJQANCHMSA-N (4-amino-7-fluoro-2,3-dihydrofuro[3,2-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=C(C(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)F)=C2C2=C1CCO2 OAQZFQOXCHAWFM-LJQANCHMSA-N 0.000 claims 1
XVKHMJWOSXUPSB-ZDUSSCGKSA-N (4-amino-7-fluoro-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC1=C2C=C(C(N(CC2)C[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)C(F)=C1 XVKHMJWOSXUPSB-ZDUSSCGKSA-N 0.000 claims 1
VEPNYRSSVYADSR-MPBGBICISA-N (4-amino-7-fluoro-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(C=C2)=CC=C2OC(F)(F)F)N1C(C(C(F)=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O VEPNYRSSVYADSR-MPBGBICISA-N 0.000 claims 1
PULGIVCZNICKTF-MPBGBICISA-N (4-amino-7-fluoro-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=CC=C(C(F)(F)F)C=C2)N1C(C(C(F)=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O PULGIVCZNICKTF-MPBGBICISA-N 0.000 claims 1
UWTREOZSQKJYGJ-NSPYISDASA-N (4-amino-7-fluoro-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C(F)=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O UWTREOZSQKJYGJ-NSPYISDASA-N 0.000 claims 1
UERHSSRKMSTHIL-LJQANCHMSA-N (4-amino-7-fluoro-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC1=C2C=C(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)C(F)=C1 UERHSSRKMSTHIL-LJQANCHMSA-N 0.000 claims 1
DZJBTLCZABELIU-MRXNPFEDSA-N (4-amino-7-fluoro-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S)-3-[6-(difluoromethoxy)pyridazin-3-yl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(N)=NC1=C2C=C(C(N(CCOC2)[C@H]2C(N=N2)=CC=C2OC(F)F)=O)C(F)=C1 DZJBTLCZABELIU-MRXNPFEDSA-N 0.000 claims 1
GYNUIIODIDRVAO-ADLMAVQZSA-N (4-amino-7-fluoro-3-methylpyrazolo[3,4-c]quinolin-8-yl)-[(3S,5R)-3-(6-methoxypyridazin-3-yl)-5-methylmorpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C(N=N2)=CC=C2OC)N1C(C(C(F)=C1)=CC(C2=C3N(C)N=C2)=C1N=C3N)=O GYNUIIODIDRVAO-ADLMAVQZSA-N 0.000 claims 1
WGIVPGUQHSYEKF-GOSISDBHSA-N (4-aminoimidazo[1,2-a]quinoxalin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC(C1=NC=CN1C1=C2)=NC1=CC=C2C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O WGIVPGUQHSYEKF-GOSISDBHSA-N 0.000 claims 1
LFITWMKIHNJPCC-HXUWFJFHSA-N (4-aminothieno[2,3-c]quinolin-8-yl)-[(2R)-2-[4-(trifluoromethyl)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCCC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1SC=C2 LFITWMKIHNJPCC-HXUWFJFHSA-N 0.000 claims 1
LFITWMKIHNJPCC-FQEVSTJZSA-N (4-aminothieno[2,3-c]quinolin-8-yl)-[(2S)-2-[4-(trifluoromethyl)phenyl]piperidin-1-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCCC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1SC=C2 LFITWMKIHNJPCC-FQEVSTJZSA-N 0.000 claims 1
QMYKCAVDPUAEQB-IBGZPJMESA-N (4-aminothieno[2,3-c]quinolin-8-yl)-[(3R)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1SC=C2 QMYKCAVDPUAEQB-IBGZPJMESA-N 0.000 claims 1
QMYKCAVDPUAEQB-LJQANCHMSA-N (4-aminothieno[2,3-c]quinolin-8-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1SC=C2 QMYKCAVDPUAEQB-LJQANCHMSA-N 0.000 claims 1
LGMKTUANGYSCGT-OAQYLSRUSA-N (5-amino-2,4-dihydro-1H-pyrano[3,4-c]quinolin-9-yl)-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(C=C2)=CC=C2OC(F)(F)F)=O)=C2)=C2C2=C1COCC2 LGMKTUANGYSCGT-OAQYLSRUSA-N 0.000 claims 1
OYVBWXUGSHEQNO-OAQYLSRUSA-N (5-aminobenzo[c][2,6]naphthyridin-9-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=CN=CC=C12 OYVBWXUGSHEQNO-OAQYLSRUSA-N 0.000 claims 1
ZKDBXYICWSDYLR-HXUWFJFHSA-N (5-aminopyrido[4,3-c][1,7]naphthyridin-9-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1C=CN=C2 ZKDBXYICWSDYLR-HXUWFJFHSA-N 0.000 claims 1
USHNOHORBFFMRW-GOSISDBHSA-N (5-aminopyrimido[4,5-c][1,7]naphthyridin-9-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1N=CN=C2 USHNOHORBFFMRW-GOSISDBHSA-N 0.000 claims 1
KKKMNTHLVQZWIN-LJQANCHMSA-N (5-aminopyrimido[4,5-c]quinolin-9-yl)-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C2=CC=C(C(F)(F)F)C=C2)=O)=C2)=C2C2=C1N=CN=C2 KKKMNTHLVQZWIN-LJQANCHMSA-N 0.000 claims 1
QAFAGIKIYMVYRG-MPBGBICISA-N (6-amino-8,9-dihydro-7H-cyclopenta[c][1,7]naphthyridin-2-yl)-[(3R,5S)-3-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]morpholin-4-yl]methanone Chemical compound C[C@H](COC[C@@H]1C2=NC=C(C(F)(F)F)C=C2)N1C(C(C=C1C2=C3CCC2)=NC=C1N=C3N)=O QAFAGIKIYMVYRG-MPBGBICISA-N 0.000 claims 1
LRYFJTZVNVKUQT-HXUWFJFHSA-N (6-amino-8,9-dihydro-7H-cyclopenta[c][1,7]naphthyridin-2-yl)-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound NC(C(CCC1)=C1C1=C2)=NC1=CN=C2C(N(CCOC1)[C@H]1C(C=C1)=CC=C1OC(F)(F)F)=O LRYFJTZVNVKUQT-HXUWFJFHSA-N 0.000 claims 1
FOMJQFKSLKZIFJ-OAQYLSRUSA-N 1-[(3S)-4-(4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridine-8-carbonyl)-3-[4-(trifluoromethyl)phenyl]piperazin-1-yl]ethanone Chemical compound CC(N(CC1)C[C@H](C2=CC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O)=O FOMJQFKSLKZIFJ-OAQYLSRUSA-N 0.000 claims 1
NWSZJCZFTQYONV-FQEVSTJZSA-N 4-[(3R)-4-(4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridine-8-carbonyl)morpholin-3-yl]benzonitrile Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@@H]2C(C=C2)=CC=C2C#N)=O)=C2)=C2C2=C1COC2 NWSZJCZFTQYONV-FQEVSTJZSA-N 0.000 claims 1
QZTCZUPIROJPKC-ZSEKCTLFSA-N 4-[(3R,5S)-4-(4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridine-8-carbonyl)-5-methylmorpholin-3-yl]benzonitrile Chemical compound C[C@@H](COC[C@H]1C(C=C2)=CC=C2C#N)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O QZTCZUPIROJPKC-ZSEKCTLFSA-N 0.000 claims 1
NWSZJCZFTQYONV-HXUWFJFHSA-N 4-[(3S)-4-(4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridine-8-carbonyl)morpholin-3-yl]benzonitrile Chemical compound NC1=NC(C=NC(C(N(CCOC2)[C@H]2C(C=C2)=CC=C2C#N)=O)=C2)=C2C2=C1COC2 NWSZJCZFTQYONV-HXUWFJFHSA-N 0.000 claims 1
QZTCZUPIROJPKC-LRTDBIEQSA-N 4-[(3S,5R)-4-(4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridine-8-carbonyl)-5-methylmorpholin-3-yl]benzonitrile Chemical compound C[C@H](COC[C@@H]1C(C=C2)=CC=C2C#N)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O QZTCZUPIROJPKC-LRTDBIEQSA-N 0.000 claims 1
KPHMGRYBYOPEDS-FQEVSTJZSA-N 6-[(3R)-4-(4-amino-1,3-dihydrofuro[3,4-c]quinoline-8-carbonyl)morpholin-3-yl]pyridine-3-carbonitrile Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@@H]2C(N=C2)=CC=C2C#N)=O)=C2)=C2C2=C1COC2 KPHMGRYBYOPEDS-FQEVSTJZSA-N 0.000 claims 1
KPHMGRYBYOPEDS-HXUWFJFHSA-N 6-[(3S)-4-(4-amino-1,3-dihydrofuro[3,4-c]quinoline-8-carbonyl)morpholin-3-yl]pyridine-3-carbonitrile Chemical compound NC1=NC(C=CC(C(N(CCOC2)[C@H]2C(N=C2)=CC=C2C#N)=O)=C2)=C2C2=C1COC2 KPHMGRYBYOPEDS-HXUWFJFHSA-N 0.000 claims 1
PWSSHKQEAOISHQ-UHFFFAOYSA-N 6-[4-(4-amino-1,3-dihydrofuro[3,4-c]quinoline-8-carbonyl)morpholin-3-yl]-4-chloropyridine-3-carbonitrile Chemical compound NC1=NC(C=CC(C(N(CCOC2)C2C(N=C2)=CC(Cl)=C2C#N)=O)=C2)=C2C2=C1COC2 PWSSHKQEAOISHQ-UHFFFAOYSA-N 0.000 claims 1
206010004593 Bile duct cancer Diseases 0.000 claims 1
206010005003 Bladder cancer Diseases 0.000 claims 1
206010009944 Colon cancer Diseases 0.000 claims 1
206010025323 Lymphomas Diseases 0.000 claims 1
206010033128 Ovarian cancer Diseases 0.000 claims 1
206010061535 Ovarian neoplasm Diseases 0.000 claims 1
208000000102 Squamous Cell Carcinoma of Head and Neck Diseases 0.000 claims 1
208000005718 Stomach Neoplasms Diseases 0.000 claims 1
208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
FRVHKXQCBYRXQR-RNODOKPDSA-N [(3S)-4-amino-3-methyl-1,3-dihydrofuro[3,4-c]quinolin-8-yl]-[(3S)-3-[4-(trifluoromethoxy)phenyl]morpholin-4-yl]methanone Chemical compound C[C@@H]1OCC2=C1C(N)=NC(C=C1)=C2C=C1C(N(CCOC1)[C@H]1C(C=C1)=CC=C1OC(F)(F)F)=O FRVHKXQCBYRXQR-RNODOKPDSA-N 0.000 claims 1
ZDVRCMVUAJCLPW-ZDUSSCGKSA-N [4-amino-1-methyl-7-(trifluoromethyl)pyrazolo[4,3-c]quinolin-8-yl]-[(3R)-3-[4-(trifluoromethyl)phenyl]pyrrolidin-1-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CC1)C[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)C(C(F)(F)F)=C1)=C1N=C2N ZDVRCMVUAJCLPW-ZDUSSCGKSA-N 0.000 claims 1
BPUKXPZJTXVRAM-LJQANCHMSA-N [4-amino-1-methyl-7-(trifluoromethyl)pyrazolo[4,3-c]quinolin-8-yl]-[(3S)-3-[4-(trifluoromethyl)phenyl]morpholin-4-yl]methanone Chemical compound CN1N=CC2=C1C(C=C(C(N(CCOC1)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O)C(C(F)(F)F)=C1)=C1N=C2N BPUKXPZJTXVRAM-LJQANCHMSA-N 0.000 claims 1
208000026900 bile duct neoplasm Diseases 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 claims 1
208000006990 cholangiocarcinoma Diseases 0.000 claims 1
208000029742 colonic neoplasm Diseases 0.000 claims 1
239000012458 free base Substances 0.000 claims 1
206010017758 gastric cancer Diseases 0.000 claims 1
208000005017 glioblastoma Diseases 0.000 claims 1
201000000459 head and neck squamous cell carcinoma Diseases 0.000 claims 1
238000004519 manufacturing process Methods 0.000 claims 1
201000001441 melanoma Diseases 0.000 claims 1
WACPWIPMJKDSHN-SJORKVTESA-N methyl (3R,4S)-1-(4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinoline-8-carbonyl)-4-[4-(trifluoromethyl)phenyl]pyrrolidine-3-carboxylate Chemical compound COC([C@@H](CN(C1)C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@H]1C1=CC=C(C(F)(F)F)C=C1)=O WACPWIPMJKDSHN-SJORKVTESA-N 0.000 claims 1
WACPWIPMJKDSHN-DLBZAZTESA-N methyl (3S,4R)-1-(4-amino-7-fluoro-1,3-dihydrofuro[3,4-c]quinoline-8-carbonyl)-4-[4-(trifluoromethyl)phenyl]pyrrolidine-3-carboxylate Chemical compound COC([C@H](CN(C1)C(C(C(F)=C2)=CC(C3=C4COC3)=C2N=C4N)=O)[C@@H]1C1=CC=C(C(F)(F)F)C=C1)=O WACPWIPMJKDSHN-DLBZAZTESA-N 0.000 claims 1
125000004043 oxo group Chemical group O=* 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 claims 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
125000002098 pyridazinyl group Chemical group 0.000 claims 1
125000004076 pyridyl group Chemical group 0.000 claims 1
125000000714 pyrimidinyl group Chemical group 0.000 claims 1
201000011549 stomach cancer Diseases 0.000 claims 1
125000004434 sulfur atom Chemical group 0.000 claims 1
238000003786 synthesis reaction Methods 0.000 claims 1
NPUDELXMJOHJHA-QFIPXVFZSA-N tert-butyl (3R)-4-(4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridine-8-carbonyl)-3-[4-(trifluoromethyl)phenyl]piperazine-1-carboxylate Chemical compound CC(C)(C)OC(N(CC1)C[C@@H](C2=CC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O)=O NPUDELXMJOHJHA-QFIPXVFZSA-N 0.000 claims 1
NPUDELXMJOHJHA-JOCHJYFZSA-N tert-butyl (3S)-4-(4-amino-1,3-dihydrofuro[3,4-c][1,7]naphthyridine-8-carbonyl)-3-[4-(trifluoromethyl)phenyl]piperazine-1-carboxylate Chemical compound CC(C)(C)OC(N(CC1)C[C@H](C2=CC=C(C(F)(F)F)C=C2)N1C(C(N=C1)=CC(C2=C3COC2)=C1N=C3N)=O)=O NPUDELXMJOHJHA-JOCHJYFZSA-N 0.000 claims 1
201000005112 urinary bladder cancer Diseases 0.000 claims 1

JP2024075101A 2020-12-16 2024-05-07 Ｐｒｍｔ５阻害剤 Pending JP2024102236A (ja)