HRP20172006T1 - Derivati pirazol-aminopiridina kao lrrk2-modulatori - Google Patents

Info

Publication number

HRP20172006T1

HRP20172006T1 HRP20172006TT HRP20172006T HRP20172006T1 HR P20172006 T1 HRP20172006 T1 HR P20172006T1 HR P20172006T T HRP20172006T T HR P20172006TT HR P20172006 T HRP20172006 T HR P20172006T HR P20172006 T1 HRP20172006 T1 HR P20172006T1

Authority

HR

Croatia

Prior art keywords

methyl

pyrazol

trifluoromethyl

diamine

pyrimidin

Prior art date

2010-11-10

Links

• Espacenet
• Global Dossier
• Discuss

• JOOFEGKZJOFZKJ-UHFFFAOYSA-N 1h-pyrazole;pyrimidin-2-amine Chemical class C=1C=NNC=1.NC1=NC=CC=N1 JOOFEGKZJOFZKJ-UHFFFAOYSA-N 0.000 title 1
• -1 hydroxy -C1-6 alkyl Chemical group 0.000 claims 101
• 150000001875 compounds Chemical class 0.000 claims 25
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 15
• 125000000217 alkyl group Chemical group 0.000 claims 15
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 11
• 125000000623 heterocyclic group Chemical group 0.000 claims 10
• 150000003839 salts Chemical class 0.000 claims 8
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
• 229910052739 hydrogen Inorganic materials 0.000 claims 7
• 239000001257 hydrogen Substances 0.000 claims 7
• 125000004093 cyano group Chemical group *C#N 0.000 claims 6
• 125000005843 halogen group Chemical group 0.000 claims 5
• 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 3
• JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 3
• VCISAWBZRDSYAE-UHFFFAOYSA-N 1-[4-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-5-methylpyrazol-1-yl]piperidin-1-yl]-2-methylpropan-1-one Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(C3CCN(CC3)C(=O)C(C)C)N=C2)C)=N1 VCISAWBZRDSYAE-UHFFFAOYSA-N 0.000 claims 2
• QVMQIGDQNDCVJU-UHFFFAOYSA-N 1-[5-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclopropane-1-carbonitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C2(CC2)C#N)Cl)=N1 QVMQIGDQNDCVJU-UHFFFAOYSA-N 0.000 claims 2
• ZPPUMAMZIMPJGP-UHFFFAOYSA-N 2-methyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C#N)C)=N1 ZPPUMAMZIMPJGP-UHFFFAOYSA-N 0.000 claims 2
• UYRIPPKFZHHKOO-UHFFFAOYSA-N 2-n-[1-(2-methoxyethyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CCOC)C=2)C)=N1 UYRIPPKFZHHKOO-UHFFFAOYSA-N 0.000 claims 2
• NUWDQLQAMMOSMC-UHFFFAOYSA-N 2-n-[1-(2-methoxyethyl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CCOC)N=C2)C)=N1 NUWDQLQAMMOSMC-UHFFFAOYSA-N 0.000 claims 2
• NBHWVIRAPWUZAU-MRVPVSSYSA-N 2-n-[1-[(2r)-1-methoxypropan-2-yl]-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@H](C)COC)N=C2)C)=N1 NBHWVIRAPWUZAU-MRVPVSSYSA-N 0.000 claims 2
• LVRGRHRVURAMCV-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[2-(1h-1,2,4-triazol-5-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2NC=NN=2)C)=N1 LVRGRHRVURAMCV-UHFFFAOYSA-N 0.000 claims 2
• MOYZEDPGMAHGRR-UHFFFAOYSA-N 5-chloro-4-methoxy-n-(3-methyl-1-methylsulfonylpyrazol-4-yl)pyrimidin-2-amine Chemical compound C1=C(Cl)C(OC)=NC(NC=2C(=NN(C=2)S(C)(=O)=O)C)=N1 MOYZEDPGMAHGRR-UHFFFAOYSA-N 0.000 claims 2
• IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 2
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
• 208000018737 Parkinson disease Diseases 0.000 claims 2
• 125000006620 amino-(C1-C6) alkyl group Chemical group 0.000 claims 2
• 125000003118 aryl group Chemical group 0.000 claims 2
• 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims 2
• 239000003814 drug Substances 0.000 claims 2
• 125000001072 heteroaryl group Chemical group 0.000 claims 2
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
• 238000011321 prophylaxis Methods 0.000 claims 2
• 230000001225 therapeutic effect Effects 0.000 claims 2
• KXCWSMLDPVSABQ-LLVKDONJSA-N (2r)-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-1-pyrrolidin-1-ylpropan-1-one Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@H](C)C(=O)N2CCCC2)C)=N1 KXCWSMLDPVSABQ-LLVKDONJSA-N 0.000 claims 1
• VDMCENGCDUPAOP-SSDOTTSWSA-N (2r)-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@H](C)C#N)C)=N1 VDMCENGCDUPAOP-SSDOTTSWSA-N 0.000 claims 1
• URUOOTDTWWRVCU-LLVKDONJSA-N (2r)-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-1-pyrrolidin-1-ylpropan-1-one Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@H](C)C(=O)N3CCCC3)N=C2)C)=N1 URUOOTDTWWRVCU-LLVKDONJSA-N 0.000 claims 1
• BSAIBMQUELDSOM-SECBINFHSA-N (2r)-n,n-dimethyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@H](C)C(=O)N(C)C)C)=N1 BSAIBMQUELDSOM-SECBINFHSA-N 0.000 claims 1
• RTIYNCIDRJGYFV-SECBINFHSA-N (2r)-n,n-dimethyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@H](C)C(=O)N(C)C)N=C2)C)=N1 RTIYNCIDRJGYFV-SECBINFHSA-N 0.000 claims 1
• VDMCENGCDUPAOP-ZETCQYMHSA-N (2s)-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@@H](C)C#N)C)=N1 VDMCENGCDUPAOP-ZETCQYMHSA-N 0.000 claims 1
• URUOOTDTWWRVCU-NSHDSACASA-N (2s)-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-1-pyrrolidin-1-ylpropan-1-one Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@@H](C)C(=O)N3CCCC3)N=C2)C)=N1 URUOOTDTWWRVCU-NSHDSACASA-N 0.000 claims 1
• BSAIBMQUELDSOM-VIFPVBQESA-N (2s)-n,n-dimethyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@@H](C)C(=O)N(C)C)C)=N1 BSAIBMQUELDSOM-VIFPVBQESA-N 0.000 claims 1
• RTIYNCIDRJGYFV-VIFPVBQESA-N (2s)-n,n-dimethyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@@H](C)C(=O)N(C)C)N=C2)C)=N1 RTIYNCIDRJGYFV-VIFPVBQESA-N 0.000 claims 1
• 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
• ABZMZCOIHUNVOW-UHFFFAOYSA-N 1-[3-cyclopropyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropan-2-ol Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC(C)(C)O)C=2)C2CC2)=N1 ABZMZCOIHUNVOW-UHFFFAOYSA-N 0.000 claims 1
• FXKQDSOJJGWXTI-UHFFFAOYSA-N 1-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclobutane-1-carbonitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2(CCC2)C#N)C)=N1 FXKQDSOJJGWXTI-UHFFFAOYSA-N 0.000 claims 1
• MYGTVURNPPBOCT-UHFFFAOYSA-N 1-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclopropane-1-carbonitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2(CC2)C#N)C)=N1 MYGTVURNPPBOCT-UHFFFAOYSA-N 0.000 claims 1
• PMJBUSJOYPSBOJ-UHFFFAOYSA-N 1-[3-tert-butyl-4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropan-2-ol Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(CC(C)(C)O)C=2)C(C)(C)C)=N1 PMJBUSJOYPSBOJ-UHFFFAOYSA-N 0.000 claims 1
• ANHXDNQMHUSVLL-UHFFFAOYSA-N 1-[4-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]piperidin-1-yl]-2-methylpropan-1-one Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C2CCN(CC2)C(=O)C(C)C)C)=N1 ANHXDNQMHUSVLL-UHFFFAOYSA-N 0.000 claims 1
• MAIPJZAUYBSGNY-UHFFFAOYSA-N 1-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-propan-2-ylpyrazol-1-yl]-2-methylpropan-2-ol Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(CC(C)(C)O)C=2)C(C)C)=N1 MAIPJZAUYBSGNY-UHFFFAOYSA-N 0.000 claims 1
• KJZCKIGWOBSZIZ-UHFFFAOYSA-N 1-[5-chloro-4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropan-2-ol Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(CC(C)(C)O)N=C2)Cl)=N1 KJZCKIGWOBSZIZ-UHFFFAOYSA-N 0.000 claims 1
• IKBCWJODRQLGHR-UHFFFAOYSA-N 1-[5-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropan-2-ol Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC(C)(C)O)N=C2)Cl)=N1 IKBCWJODRQLGHR-UHFFFAOYSA-N 0.000 claims 1
• JYKOFBJKGMDNNI-UHFFFAOYSA-N 1-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclobutane-1-carbonitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C2(CCC2)C#N)C)=N1 JYKOFBJKGMDNNI-UHFFFAOYSA-N 0.000 claims 1
• 125000006433 1-ethyl cyclopropyl group Chemical group [H]C([H])([H])C([H])([H])C1(*)C([H])([H])C1([H])[H] 0.000 claims 1
• 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims 1
• 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
• QBIIPMKUEZQNFW-UHFFFAOYSA-N 2,2-dimethyl-3-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC(C)(C)C#N)C=2)C)=N1 QBIIPMKUEZQNFW-UHFFFAOYSA-N 0.000 claims 1
• PDISIGKAKURBGN-UHFFFAOYSA-N 2,2-dimethyl-3-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC(C)(C)C#N)N=C2)C)=N1 PDISIGKAKURBGN-UHFFFAOYSA-N 0.000 claims 1
• JMPAUGJZZZVNSP-UHFFFAOYSA-N 2-[(1,3-dimethylpyrazol-4-yl)amino]-4-(methylamino)pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C)C=2)C)=N1 JMPAUGJZZZVNSP-UHFFFAOYSA-N 0.000 claims 1
• DHBYPNGGSQZPSR-UHFFFAOYSA-N 2-[(1,5-dimethylpyrazol-4-yl)amino]-4-(methylamino)pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=C(N(C)N=C2)C)=N1 DHBYPNGGSQZPSR-UHFFFAOYSA-N 0.000 claims 1
• KMDGFQKNLCAUSR-UHFFFAOYSA-N 2-[(1,5-dimethylpyrazol-4-yl)amino]-4-methoxypyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(OC)=NC(NC2=C(N(C)N=C2)C)=N1 KMDGFQKNLCAUSR-UHFFFAOYSA-N 0.000 claims 1
• SHGBCEKYABDSAI-UHFFFAOYSA-N 2-[(1-ethyl-3-methylpyrazol-4-yl)amino]-4-(methylamino)pyrimidine-5-carbonitrile Chemical compound CC1=NN(CC)C=C1NC1=NC=C(C#N)C(NC)=N1 SHGBCEKYABDSAI-UHFFFAOYSA-N 0.000 claims 1
• ZPJYLUOMTWDLAI-UHFFFAOYSA-N 2-[(1-ethyl-5-methylpyrazol-4-yl)amino]-4-(methylamino)pyrimidine-5-carbonitrile Chemical compound CCN1N=CC(NC=2N=C(NC)C(C#N)=CN=2)=C1C ZPJYLUOMTWDLAI-UHFFFAOYSA-N 0.000 claims 1
• OJEWMLUIKQSZPR-UHFFFAOYSA-N 2-[(1-ethyl-5-methylpyrazol-4-yl)amino]-4-methoxypyrimidine-5-carbonitrile Chemical compound CCN1N=CC(NC=2N=C(OC)C(C#N)=CN=2)=C1C OJEWMLUIKQSZPR-UHFFFAOYSA-N 0.000 claims 1
• RJYKAQHJDHRVCS-UHFFFAOYSA-N 2-[3-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C#N)Cl)=N1 RJYKAQHJDHRVCS-UHFFFAOYSA-N 0.000 claims 1
• FZYTYNCBJMMBBJ-UHFFFAOYSA-N 2-[3-cyclopropyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C#N)C2CC2)=N1 FZYTYNCBJMMBBJ-UHFFFAOYSA-N 0.000 claims 1
• ZRWMINOKUFLOOK-UHFFFAOYSA-N 2-[3-ethyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropanenitrile Chemical compound CCC1=NN(C(C)(C)C#N)C=C1NC1=NC=C(C(F)(F)F)C(NC)=N1 ZRWMINOKUFLOOK-UHFFFAOYSA-N 0.000 claims 1
• XTXIOXRTGSWVQZ-UHFFFAOYSA-N 2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclopentan-1-ol Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2C(CCC2)O)C)=N1 XTXIOXRTGSWVQZ-UHFFFAOYSA-N 0.000 claims 1
• BQPOLMVAASMQGL-UHFFFAOYSA-N 2-[4-[(5-chloro-4-methoxypyrimidin-2-yl)amino]-3-cyclopropylpyrazol-1-yl]-2-methylpropanenitrile Chemical compound C1=C(Cl)C(OC)=NC(NC=2C(=NN(C=2)C(C)(C)C#N)C2CC2)=N1 BQPOLMVAASMQGL-UHFFFAOYSA-N 0.000 claims 1
• ZBHGYOPZGYZBQP-UHFFFAOYSA-N 2-[4-[(5-chloro-4-methoxypyrimidin-2-yl)amino]-5-methylpyrazol-1-yl]-2-methylpropanenitrile Chemical compound C1=C(Cl)C(OC)=NC(NC2=C(N(N=C2)C(C)(C)C#N)C)=N1 ZBHGYOPZGYZBQP-UHFFFAOYSA-N 0.000 claims 1
• OEZVRXBTAQZHBE-UHFFFAOYSA-N 2-[4-[[4-(cyclopropylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]-n,2-dimethylpropanamide Chemical compound CC1=NN(C(C)(C)C(=O)NC)C=C1NC1=NC=C(C(F)(F)F)C(NC2CC2)=N1 OEZVRXBTAQZHBE-UHFFFAOYSA-N 0.000 claims 1
• LLHSNKOYJIQVNT-UHFFFAOYSA-N 2-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]-2-methylpropanenitrile Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C#N)C)=N1 LLHSNKOYJIQVNT-UHFFFAOYSA-N 0.000 claims 1
• JJLXBPFAWIFXLU-UHFFFAOYSA-N 2-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]-n,2-dimethylpropanamide Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C(=O)NC)C)=N1 JJLXBPFAWIFXLU-UHFFFAOYSA-N 0.000 claims 1
• JOGFTGFXYFZCEZ-UHFFFAOYSA-N 2-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-5-methylpyrazol-1-yl]-n,2-dimethylpropanamide Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(N=C2)C(C)(C)C(=O)NC)C)=N1 JOGFTGFXYFZCEZ-UHFFFAOYSA-N 0.000 claims 1
• STYWLZLSDZOUSY-UHFFFAOYSA-N 2-[4-[[5-chloro-4-(methylamino)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]-2-methylpropanenitrile Chemical compound C1=C(Cl)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C#N)C)=N1 STYWLZLSDZOUSY-UHFFFAOYSA-N 0.000 claims 1
• PGSPCDIJYXADAL-UHFFFAOYSA-N 2-[5-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropan-1-ol Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C(C)(C)CO)Cl)=N1 PGSPCDIJYXADAL-UHFFFAOYSA-N 0.000 claims 1
• LDWXPNUDCAAQJZ-UHFFFAOYSA-N 2-[5-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2-methylpropanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C(C)(C)C#N)Cl)=N1 LDWXPNUDCAAQJZ-UHFFFAOYSA-N 0.000 claims 1
• OFEKPYXOGYKSGL-UHFFFAOYSA-N 2-[5-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-n,2-dimethylpropanamide Chemical compound CNC(=O)C(C)(C)N1N=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1Cl OFEKPYXOGYKSGL-UHFFFAOYSA-N 0.000 claims 1
• HKURXGMWTBDIRM-UHFFFAOYSA-N 2-[5-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-n-ethyl-2-methylpropanamide Chemical compound CCNC(=O)C(C)(C)N1N=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1Cl HKURXGMWTBDIRM-UHFFFAOYSA-N 0.000 claims 1
• GTCMDRGDGIXHNJ-UHFFFAOYSA-N 2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclopentan-1-ol Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3C(CCC3)O)N=C2)C)=N1 GTCMDRGDGIXHNJ-UHFFFAOYSA-N 0.000 claims 1
• YNKSAZBROVZCFY-UHFFFAOYSA-N 2-[[1-(3,5-difluorophenyl)-3-methylpyrazol-4-yl]amino]-4-(methylamino)pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C=2)C=2C=C(F)C=C(F)C=2)C)=N1 YNKSAZBROVZCFY-UHFFFAOYSA-N 0.000 claims 1
• LQHJZDORAANWGB-UHFFFAOYSA-N 2-[[1-(4,4-difluorocyclohexyl)-5-methylpyrazol-4-yl]amino]-4-(methylamino)pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=C(N(C3CCC(F)(F)CC3)N=C2)C)=N1 LQHJZDORAANWGB-UHFFFAOYSA-N 0.000 claims 1
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• KHVLSPBHXPCNIE-UHFFFAOYSA-N 2-n-(3-cyclopropyl-1-methylpyrazol-4-yl)-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C)C=2)C2CC2)=N1 KHVLSPBHXPCNIE-UHFFFAOYSA-N 0.000 claims 1
• WOXKASIDPMFOIA-UHFFFAOYSA-N 2-n-(5-chloro-1-cyclopropylpyrazol-4-yl)-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CC3)N=C2)Cl)=N1 WOXKASIDPMFOIA-UHFFFAOYSA-N 0.000 claims 1
• OWSZBYXWRBONNB-UHFFFAOYSA-N 2-n-(5-chloro-1-ethylpyrazol-4-yl)-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound CCN1N=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1Cl OWSZBYXWRBONNB-UHFFFAOYSA-N 0.000 claims 1
• QSRNIRWKKRHBNL-UHFFFAOYSA-N 2-n-(5-chloro-1-methylpyrazol-4-yl)-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C)N=C2)Cl)=N1 QSRNIRWKKRHBNL-UHFFFAOYSA-N 0.000 claims 1
• DHOQVBNMFBZGTO-UHFFFAOYSA-N 2-n-(5-chloro-1-propan-2-ylpyrazol-4-yl)-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C(C)C)N=C2)Cl)=N1 DHOQVBNMFBZGTO-UHFFFAOYSA-N 0.000 claims 1
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• CJCQHXHUDFJHSV-UHFFFAOYSA-N 2-n-(5-cyclobutyl-1-methylpyrazol-4-yl)-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C)N=C2)C2CCC2)=N1 CJCQHXHUDFJHSV-UHFFFAOYSA-N 0.000 claims 1
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• XTZNRGPELVIIPV-UHFFFAOYSA-N 2-n-(5-methoxy-1-methylpyrazol-4-yl)-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C)N=C2)OC)=N1 XTZNRGPELVIIPV-UHFFFAOYSA-N 0.000 claims 1
• YKJRLDFTZGNVBQ-UHFFFAOYSA-N 2-n-[1-(1,1-dioxothian-4-yl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CCS(=O)(=O)CC2)C)=N1 YKJRLDFTZGNVBQ-UHFFFAOYSA-N 0.000 claims 1
• BINSQRWUKUWERN-UHFFFAOYSA-N 2-n-[1-(1-ethyl-3-fluoropiperidin-4-yl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound FC1CN(CC)CCC1N1N=C(C)C(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1 BINSQRWUKUWERN-UHFFFAOYSA-N 0.000 claims 1
• QBRPYAXUPKIKML-UHFFFAOYSA-N 2-n-[1-(1-methoxy-2-methylpropan-2-yl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)COC)C)=N1 QBRPYAXUPKIKML-UHFFFAOYSA-N 0.000 claims 1
• IMCOYUGEGVGEJN-UHFFFAOYSA-N 2-n-[1-(1-methoxy-2-methylpropan-2-yl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C(C)(C)COC)C)=N1 IMCOYUGEGVGEJN-UHFFFAOYSA-N 0.000 claims 1
• GYXFQRMUPLDOAM-UHFFFAOYSA-N 2-n-[1-(2,6-dimethyloxan-4-yl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CC(C)OC(C)C3)N=C2)C)=N1 GYXFQRMUPLDOAM-UHFFFAOYSA-N 0.000 claims 1
• QTNNVMFMWJBIJN-UHFFFAOYSA-N 2-n-[1-(2-fluoroethyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CCF)C=2)C)=N1 QTNNVMFMWJBIJN-UHFFFAOYSA-N 0.000 claims 1
• GSXJKQFQEOCKST-UHFFFAOYSA-N 2-n-[1-(2-fluoroethyl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CCF)N=C2)C)=N1 GSXJKQFQEOCKST-UHFFFAOYSA-N 0.000 claims 1
• RNCMKOWVACJZQS-UHFFFAOYSA-N 2-n-[1-(2-methoxycyclopentyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2C(CCC2)OC)C)=N1 RNCMKOWVACJZQS-UHFFFAOYSA-N 0.000 claims 1
• BBVAQUXYQGZKBE-UHFFFAOYSA-N 2-n-[1-(3-methoxycyclopentyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CC(CC2)OC)C)=N1 BBVAQUXYQGZKBE-UHFFFAOYSA-N 0.000 claims 1
• CJYZGTCNHHTRNA-UHFFFAOYSA-N 2-n-[1-(4-chlorophenyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC(Cl)=CC=2)C)=N1 CJYZGTCNHHTRNA-UHFFFAOYSA-N 0.000 claims 1
• YIRPGGXCZZSLPJ-UHFFFAOYSA-N 2-n-[1-(4-chlorophenyl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC(Cl)=CC=2)C)=N1 YIRPGGXCZZSLPJ-UHFFFAOYSA-N 0.000 claims 1
• ODXIKODHQOTOOU-UHFFFAOYSA-N 2-n-[1-(4-cyclopropylsulfonylphenyl)-3-methylpyrazol-4-yl]-4-n-ethyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)S(=O)(=O)C2CC2)C)=N1 ODXIKODHQOTOOU-UHFFFAOYSA-N 0.000 claims 1
• LDIFODMSZHNFBY-UHFFFAOYSA-N 2-n-[1-(4-cyclopropylsulfonylphenyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)S(=O)(=O)C2CC2)C)=N1 LDIFODMSZHNFBY-UHFFFAOYSA-N 0.000 claims 1
• SHZYCRUAOFEGJN-UHFFFAOYSA-N 2-n-[1-(4-cyclopropylsulfonylphenyl)-5-methylpyrazol-4-yl]-4-n-ethyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)S(=O)(=O)C2CC2)C)=N1 SHZYCRUAOFEGJN-UHFFFAOYSA-N 0.000 claims 1
• KADUCXRUQKCQFA-UHFFFAOYSA-N 2-n-[1-(4-cyclopropylsulfonylphenyl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)S(=O)(=O)C2CC2)C)=N1 KADUCXRUQKCQFA-UHFFFAOYSA-N 0.000 claims 1
• OXDXEPBMIWIEJO-UHFFFAOYSA-N 2-n-[1-(cyclopropylmethyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC3CC3)C=2)C)=N1 OXDXEPBMIWIEJO-UHFFFAOYSA-N 0.000 claims 1
• YKJFUBQPXZWRQL-UHFFFAOYSA-N 2-n-[1-(cyclopropylmethyl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC3CC3)N=C2)C)=N1 YKJFUBQPXZWRQL-UHFFFAOYSA-N 0.000 claims 1
• CPJYLVFAIWDLTI-UHFFFAOYSA-N 2-n-[1-(difluoromethyl)-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(F)F)C)=N1 CPJYLVFAIWDLTI-UHFFFAOYSA-N 0.000 claims 1
• JCOACRBHEHJKQI-UHFFFAOYSA-N 2-n-[1-(difluoromethyl)-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C(F)F)N=C2)C)=N1 JCOACRBHEHJKQI-UHFFFAOYSA-N 0.000 claims 1
• MZGFHCBTAJGNMO-MRVPVSSYSA-N 2-n-[1-[(2r)-2-methoxypropyl]-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C[C@@H](C)OC)N=C2)C)=N1 MZGFHCBTAJGNMO-MRVPVSSYSA-N 0.000 claims 1
• MHOPIRARAOAFTG-QMMMGPOBSA-N 2-n-[1-[(2s)-1-methoxypropan-2-yl]-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@@H](C)COC)C)=N1 MHOPIRARAOAFTG-QMMMGPOBSA-N 0.000 claims 1
• QKMHJNMVLOYTSC-QMMMGPOBSA-N 2-n-[1-[(2s)-2-methoxypropyl]-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C[C@H](C)OC)C=2)C)=N1 QKMHJNMVLOYTSC-QMMMGPOBSA-N 0.000 claims 1
• MZGFHCBTAJGNMO-QMMMGPOBSA-N 2-n-[1-[(2s)-2-methoxypropyl]-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C[C@H](C)OC)N=C2)C)=N1 MZGFHCBTAJGNMO-QMMMGPOBSA-N 0.000 claims 1
• DEKQSPVBLYHDOA-UHFFFAOYSA-N 2-n-[1-[1-(1,3-dioxolan-2-ylmethyl)piperidin-4-yl]-5-methylpyrazol-4-yl]-4-n-ethyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(C3CCN(CC4OCCO4)CC3)N=C2)C)=N1 DEKQSPVBLYHDOA-UHFFFAOYSA-N 0.000 claims 1
• KQZXYJBWIDZBDR-UHFFFAOYSA-N 2-n-[1-[1-(2-methoxyethyl)piperidin-4-yl]-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CCN(CCOC)CC2)C)=N1 KQZXYJBWIDZBDR-UHFFFAOYSA-N 0.000 claims 1
• RQLBMEWUVWNMGM-UHFFFAOYSA-N 2-n-[1-[1-(2-methoxyethyl)piperidin-4-yl]-5-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CCN(CCOC)CC3)N=C2)C)=N1 RQLBMEWUVWNMGM-UHFFFAOYSA-N 0.000 claims 1
• WQELVDRHGRUOCD-UHFFFAOYSA-N 2-n-[1-[3-fluoro-1-(oxetan-3-yl)piperidin-4-yl]-3-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2C(CN(CC2)C2COC2)F)C)=N1 WQELVDRHGRUOCD-UHFFFAOYSA-N 0.000 claims 1
• WKMNBGTUXNDAQB-UHFFFAOYSA-N 2-n-[5-(fluoromethyl)-1-methylpyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C)N=C2)CF)=N1 WKMNBGTUXNDAQB-UHFFFAOYSA-N 0.000 claims 1
• AJOLUFNTIPATNW-UHFFFAOYSA-N 2-n-[5-chloro-1-(1-ethyl-3-fluoropiperidin-4-yl)pyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound FC1CN(CC)CCC1N1C(Cl)=C(NC=2N=C(NC)C(=CN=2)C(F)(F)F)C=N1 AJOLUFNTIPATNW-UHFFFAOYSA-N 0.000 claims 1
• VTKNOHUCAVQNQC-UHFFFAOYSA-N 2-n-[5-chloro-1-(3-fluoro-1-methylpiperidin-4-yl)pyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3C(CN(C)CC3)F)N=C2)Cl)=N1 VTKNOHUCAVQNQC-UHFFFAOYSA-N 0.000 claims 1
• CBOHTQMHBMZDEF-UHFFFAOYSA-N 2-n-[5-chloro-1-(cyclopropylmethyl)pyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC3CC3)N=C2)Cl)=N1 CBOHTQMHBMZDEF-UHFFFAOYSA-N 0.000 claims 1
• HUIFCRIULKQUBT-UHFFFAOYSA-N 2-n-[5-chloro-1-(oxan-4-yl)pyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CCOCC3)N=C2)Cl)=N1 HUIFCRIULKQUBT-UHFFFAOYSA-N 0.000 claims 1
• UKONAAOPUWORRD-UHFFFAOYSA-N 2-n-[5-chloro-1-(oxetan-3-yl)pyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3COC3)N=C2)Cl)=N1 UKONAAOPUWORRD-UHFFFAOYSA-N 0.000 claims 1
• NXXRFZCFLIKAFJ-UHFFFAOYSA-N 2-n-[5-chloro-1-[(3-methyloxetan-3-yl)methyl]pyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC3(C)COC3)N=C2)Cl)=N1 NXXRFZCFLIKAFJ-UHFFFAOYSA-N 0.000 claims 1
• QMBBRYHGFXKLAF-UHFFFAOYSA-N 2-n-[5-chloro-1-[3-fluoro-1-(oxetan-3-yl)piperidin-4-yl]pyrazol-4-yl]-4-n-ethyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(C3C(CN(CC3)C3COC3)F)N=C2)Cl)=N1 QMBBRYHGFXKLAF-UHFFFAOYSA-N 0.000 claims 1
• PUXPEQJKNAWNQA-UHFFFAOYSA-N 2-n-[5-chloro-1-[3-fluoro-1-(oxetan-3-yl)piperidin-4-yl]pyrazol-4-yl]-4-n-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3C(CN(CC3)C3COC3)F)N=C2)Cl)=N1 PUXPEQJKNAWNQA-UHFFFAOYSA-N 0.000 claims 1
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
• 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims 1
• LSPVTCHAPOMJNT-UHFFFAOYSA-N 3-[3-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2,2-dimethylpropanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC(C)(C)C#N)C=2)Cl)=N1 LSPVTCHAPOMJNT-UHFFFAOYSA-N 0.000 claims 1
• YCILXEGUNDPVFC-UHFFFAOYSA-N 3-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CCC#N)C=2)C)=N1 YCILXEGUNDPVFC-UHFFFAOYSA-N 0.000 claims 1
• FSTSFBBVLTZZAP-UHFFFAOYSA-N 3-[5-chloro-4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2,2-dimethylpropanenitrile Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(CC(C)(C)C#N)N=C2)Cl)=N1 FSTSFBBVLTZZAP-UHFFFAOYSA-N 0.000 claims 1
• AEEGJWPUTPENAT-UHFFFAOYSA-N 3-[5-chloro-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]-2,2-dimethylpropanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC(C)(C)C#N)N=C2)Cl)=N1 AEEGJWPUTPENAT-UHFFFAOYSA-N 0.000 claims 1
• MAZUCQLQRCMGCC-UHFFFAOYSA-N 3-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanenitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CCC#N)N=C2)C)=N1 MAZUCQLQRCMGCC-UHFFFAOYSA-N 0.000 claims 1
• KULFBTUVKAKKJL-UHFFFAOYSA-N 3-methyl-1-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]butan-2-ol Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC(O)C(C)C)C=2)C)=N1 KULFBTUVKAKKJL-UHFFFAOYSA-N 0.000 claims 1
• HVFKQKAMMMVYCV-UHFFFAOYSA-N 3-methyl-1-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]butan-2-ol Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC(O)C(C)C)N=C2)C)=N1 HVFKQKAMMMVYCV-UHFFFAOYSA-N 0.000 claims 1
• DSULMYDDDBHVBF-UHFFFAOYSA-N 4-(ethylamino)-2-[(1-ethyl-5-methylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NCC)=NC(NC2=C(N(CC)N=C2)C)=N1 DSULMYDDDBHVBF-UHFFFAOYSA-N 0.000 claims 1
• YGRDFVUMIRDCJO-UHFFFAOYSA-N 4-(ethylamino)-2-[[3-methyl-1-(oxan-4-yl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NCC)=NC(NC=2C(=NN(C=2)C2CCOCC2)C)=N1 YGRDFVUMIRDCJO-UHFFFAOYSA-N 0.000 claims 1
• CMMAKSTVIRIAKT-UHFFFAOYSA-N 4-(ethylamino)-2-[[3-methyl-1-(oxetan-3-yl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NCC)=NC(NC=2C(=NN(C=2)C2COC2)C)=N1 CMMAKSTVIRIAKT-UHFFFAOYSA-N 0.000 claims 1
• UGNQENZIYUZSEV-UHFFFAOYSA-N 4-(ethylamino)-2-[[5-methyl-1-(oxan-4-yl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NCC)=NC(NC2=C(N(C3CCOCC3)N=C2)C)=N1 UGNQENZIYUZSEV-UHFFFAOYSA-N 0.000 claims 1
• NDVKKTNETXSYIW-UHFFFAOYSA-N 4-(methylamino)-2-[(1-methylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=CN(C)N=C2)=N1 NDVKKTNETXSYIW-UHFFFAOYSA-N 0.000 claims 1
• KMBQAZASTKUILJ-UHFFFAOYSA-N 4-(methylamino)-2-[(3-methyl-1-phenylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC=CC=2)C)=N1 KMBQAZASTKUILJ-UHFFFAOYSA-N 0.000 claims 1
• GBZHZOVGTPGEMQ-UHFFFAOYSA-N 4-(methylamino)-2-[(3-methyl-1-propan-2-ylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C=2)C(C)C)C)=N1 GBZHZOVGTPGEMQ-UHFFFAOYSA-N 0.000 claims 1
• XKLXOZOUXKVXFF-UHFFFAOYSA-N 4-(methylamino)-2-[(3-methyl-1-propylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound CC1=NN(CCC)C=C1NC1=NC=C(C#N)C(NC)=N1 XKLXOZOUXKVXFF-UHFFFAOYSA-N 0.000 claims 1
• IHCFFNSEOBOLFP-UHFFFAOYSA-N 4-(methylamino)-2-[(3-methyl-1-pyridin-2-ylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C=2)C=2N=CC=CC=2)C)=N1 IHCFFNSEOBOLFP-UHFFFAOYSA-N 0.000 claims 1
• XJDIZAMLMJVARL-UHFFFAOYSA-N 4-(methylamino)-2-[(5-methyl-1-phenylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC=CC=2)C)=N1 XJDIZAMLMJVARL-UHFFFAOYSA-N 0.000 claims 1
• ABNVVPZQDZUQDH-UHFFFAOYSA-N 4-(methylamino)-2-[(5-methyl-1-propan-2-ylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=C(N(C(C)C)N=C2)C)=N1 ABNVVPZQDZUQDH-UHFFFAOYSA-N 0.000 claims 1
• JTUHMKIXBOISSW-UHFFFAOYSA-N 4-(methylamino)-2-[(5-methyl-1-propylpyrazol-4-yl)amino]pyrimidine-5-carbonitrile Chemical compound CCCN1N=CC(NC=2N=C(NC)C(C#N)=CN=2)=C1C JTUHMKIXBOISSW-UHFFFAOYSA-N 0.000 claims 1
• PELWZUJUSISLDT-UHFFFAOYSA-N 4-(methylamino)-2-[[3-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(CC(F)(F)F)C=2)C)=N1 PELWZUJUSISLDT-UHFFFAOYSA-N 0.000 claims 1
• GJBZNFWVWJFMBF-UHFFFAOYSA-N 4-(methylamino)-2-[[3-methyl-1-(oxan-4-yl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C=2)C2CCOCC2)C)=N1 GJBZNFWVWJFMBF-UHFFFAOYSA-N 0.000 claims 1
• MZAIPMWQLSUUDP-UHFFFAOYSA-N 4-(methylamino)-2-[[3-methyl-1-(oxetan-3-yl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C=2)C2COC2)C)=N1 MZAIPMWQLSUUDP-UHFFFAOYSA-N 0.000 claims 1
• RQAZXNDENUGYJO-UHFFFAOYSA-N 4-(methylamino)-2-[[3-methyl-1-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC=2C(=NN(C=2)C2CCN(CC(F)(F)F)CC2)C)=N1 RQAZXNDENUGYJO-UHFFFAOYSA-N 0.000 claims 1
• FIWDXFIMKVZZGV-UHFFFAOYSA-N 4-(methylamino)-2-[[5-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=C(N(CC(F)(F)F)N=C2)C)=N1 FIWDXFIMKVZZGV-UHFFFAOYSA-N 0.000 claims 1
• AUSGXPJGVCMPCN-UHFFFAOYSA-N 4-(methylamino)-2-[[5-methyl-1-(oxan-4-yl)pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=C(N(C3CCOCC3)N=C2)C)=N1 AUSGXPJGVCMPCN-UHFFFAOYSA-N 0.000 claims 1
• JFJYNKFUCMWUPC-UHFFFAOYSA-N 4-(methylamino)-2-[[5-methyl-1-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyrazol-4-yl]amino]pyrimidine-5-carbonitrile Chemical compound C1=C(C#N)C(NC)=NC(NC2=C(N(C3CCN(CC(F)(F)F)CC3)N=C2)C)=N1 JFJYNKFUCMWUPC-UHFFFAOYSA-N 0.000 claims 1
• SHXOROCKOCBNPB-UHFFFAOYSA-N 4-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]benzonitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)C#N)C)=N1 SHXOROCKOCBNPB-UHFFFAOYSA-N 0.000 claims 1
• KVYCHJLMEFCGPP-UHFFFAOYSA-N 4-[4-[(5-chloro-4-methoxypyrimidin-2-yl)amino]-3-methylpyrazol-1-yl]-n,n-dimethylbenzamide Chemical compound C1=C(Cl)C(OC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)C(=O)N(C)C)C)=N1 KVYCHJLMEFCGPP-UHFFFAOYSA-N 0.000 claims 1
• IKKSSBRMCKIQCO-UHFFFAOYSA-N 4-[4-[(5-chloro-4-methoxypyrimidin-2-yl)amino]-5-methylpyrazol-1-yl]-n,n-dimethylbenzamide Chemical compound C1=C(Cl)C(OC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)C(=O)N(C)C)C)=N1 IKKSSBRMCKIQCO-UHFFFAOYSA-N 0.000 claims 1
• CXVKMPLJTKMTRO-UHFFFAOYSA-N 4-[4-[(5-chloro-4-methoxypyrimidin-2-yl)amino]-5-methylpyrazol-1-yl]benzonitrile Chemical compound C1=C(Cl)C(OC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)C#N)C)=N1 CXVKMPLJTKMTRO-UHFFFAOYSA-N 0.000 claims 1
• SJCPFWIHRGBONQ-UHFFFAOYSA-N 4-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]-n,n-dimethylbenzamide Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)C(=O)N(C)C)C)=N1 SJCPFWIHRGBONQ-UHFFFAOYSA-N 0.000 claims 1
• FZRYMYKRTQRNNV-UHFFFAOYSA-N 4-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]benzonitrile Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)C#N)C)=N1 FZRYMYKRTQRNNV-UHFFFAOYSA-N 0.000 claims 1
• IEINCFLKAKRJAW-UHFFFAOYSA-N 4-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-5-methylpyrazol-1-yl]-n,n-dimethylbenzamide Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)C(=O)N(C)C)C)=N1 IEINCFLKAKRJAW-UHFFFAOYSA-N 0.000 claims 1
• CQLSMRRTGKFHDN-UHFFFAOYSA-N 4-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-5-methylpyrazol-1-yl]benzonitrile Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)C#N)C)=N1 CQLSMRRTGKFHDN-UHFFFAOYSA-N 0.000 claims 1
• OVDHESHDUWENLT-UHFFFAOYSA-N 4-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]benzonitrile Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)C#N)C)=N1 OVDHESHDUWENLT-UHFFFAOYSA-N 0.000 claims 1
• 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 1
• 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
• FEHNRYWQSUXWMJ-UHFFFAOYSA-N 4-methoxy-n-(5-methyl-1-phenylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidin-2-amine Chemical compound C1=C(C(F)(F)F)C(OC)=NC(NC2=C(N(N=C2)C=2C=CC=CC=2)C)=N1 FEHNRYWQSUXWMJ-UHFFFAOYSA-N 0.000 claims 1
• AWNALKZYYCBNAV-UHFFFAOYSA-N 4-n-ethyl-2-n-(1-ethylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=NN(CC)C=C2)=N1 AWNALKZYYCBNAV-UHFFFAOYSA-N 0.000 claims 1
• SRVSVJPSGYJRIA-UHFFFAOYSA-N 4-n-ethyl-2-n-(1-ethylsulfonyl-3-methylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)S(=O)(=O)CC)C)=N1 SRVSVJPSGYJRIA-UHFFFAOYSA-N 0.000 claims 1
• PQAIJUVYESESLO-UHFFFAOYSA-N 4-n-ethyl-2-n-(1-ethylsulfonyl-5-methylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(N=C2)S(=O)(=O)CC)C)=N1 PQAIJUVYESESLO-UHFFFAOYSA-N 0.000 claims 1
• IHBRBGFLRXIAKQ-UHFFFAOYSA-N 4-n-ethyl-2-n-(1-methylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=NN(C)C=C2)=N1 IHBRBGFLRXIAKQ-UHFFFAOYSA-N 0.000 claims 1
• NQXZMUGIZUWSIA-UHFFFAOYSA-N 4-n-ethyl-2-n-(2-methylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2N(N=CC=2)C)=N1 NQXZMUGIZUWSIA-UHFFFAOYSA-N 0.000 claims 1
• LLDXOXJFKMLSPW-UHFFFAOYSA-N 4-n-ethyl-2-n-(3-methyl-1-methylsulfonylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)S(C)(=O)=O)C)=N1 LLDXOXJFKMLSPW-UHFFFAOYSA-N 0.000 claims 1
• UJNQENGUTRGGLV-UHFFFAOYSA-N 4-n-ethyl-2-n-(3-methyl-1-propan-2-ylsulfonylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)S(=O)(=O)C(C)C)C)=N1 UJNQENGUTRGGLV-UHFFFAOYSA-N 0.000 claims 1
• GNGJXCKFLASZMM-UHFFFAOYSA-N 4-n-ethyl-2-n-(5-methyl-1-propan-2-ylsulfonylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(N=C2)S(=O)(=O)C(C)C)C)=N1 GNGJXCKFLASZMM-UHFFFAOYSA-N 0.000 claims 1
• DRROYQJGFAVRLD-UHFFFAOYSA-N 4-n-ethyl-2-n-[1-(3-fluoropiperidin-4-yl)-3-methylpyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C2C(CNCC2)F)C)=N1 DRROYQJGFAVRLD-UHFFFAOYSA-N 0.000 claims 1
• DTPGICRTCBMOEC-UHFFFAOYSA-N 4-n-ethyl-2-n-[1-[1-(2-methoxyethyl)piperidin-4-yl]-5-methylpyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(C3CCN(CCOC)CC3)N=C2)C)=N1 DTPGICRTCBMOEC-UHFFFAOYSA-N 0.000 claims 1
• WZVSBUMZSPUAQD-UHFFFAOYSA-N 4-n-ethyl-2-n-[1-[3-fluoro-1-(oxetan-3-yl)piperidin-4-yl]-3-methylpyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C2C(CN(CC2)C2COC2)F)C)=N1 WZVSBUMZSPUAQD-UHFFFAOYSA-N 0.000 claims 1
• DYQJWHDVUAGBAV-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-(1-methylpiperidin-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C2CCN(C)CC2)C)=N1 DYQJWHDVUAGBAV-UHFFFAOYSA-N 0.000 claims 1
• OLFINRBYCWQNOD-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-(4-methylsulfonylphenyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)S(C)(=O)=O)C)=N1 OLFINRBYCWQNOD-UHFFFAOYSA-N 0.000 claims 1
• WJRQMFZCMMTZNA-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-(oxetan-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C2COC2)C)=N1 WJRQMFZCMMTZNA-UHFFFAOYSA-N 0.000 claims 1
• NZUXNOHPTZMKDU-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[(3-methyloxetan-3-yl)methyl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(CC3(C)COC3)C=2)C)=N1 NZUXNOHPTZMKDU-UHFFFAOYSA-N 0.000 claims 1
• VACNHCXCQFUATR-ZDUSSCGKSA-N 4-n-ethyl-2-n-[3-methyl-1-[(3s)-1-(oxetan-3-yl)piperidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)[C@@H]2CN(CCC2)C2COC2)C)=N1 VACNHCXCQFUATR-ZDUSSCGKSA-N 0.000 claims 1
• FARVYMLSEJPCES-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[2-(1-methyl-1,2,4-triazol-3-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C2=NN(C)C=N2)C)=N1 FARVYMLSEJPCES-UHFFFAOYSA-N 0.000 claims 1
• ISZJAZJOOJYYPL-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[2-(1-methylpyrazol-3-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C2=NN(C)C=C2)C)=N1 ISZJAZJOOJYYPL-UHFFFAOYSA-N 0.000 claims 1
• DAEAQDNSCJOSHE-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[2-(1h-1,2,4-triazol-5-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2NC=NN=2)C)=N1 DAEAQDNSCJOSHE-UHFFFAOYSA-N 0.000 claims 1
• STYGOSMNCGOQPZ-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[2-(2-methylpyrazol-3-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2N(N=CC=2)C)C)=N1 STYGOSMNCGOQPZ-UHFFFAOYSA-N 0.000 claims 1
• KYPVWCPLQNDFGY-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[2-(4-methyl-1,2,4-triazol-3-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2N(C=NN=2)C)C)=N1 KYPVWCPLQNDFGY-UHFFFAOYSA-N 0.000 claims 1
• ADTTYQMAJZUGOY-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[2-(5-methyl-1,3,4-oxadiazol-2-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2OC(C)=NN=2)C)=N1 ADTTYQMAJZUGOY-UHFFFAOYSA-N 0.000 claims 1
• DCMZVIZIYJKCQH-UHFFFAOYSA-N 4-n-ethyl-2-n-[3-methyl-1-[2-(5-methyl-1h-1,2,4-triazol-3-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2NC(C)=NN=2)C)=N1 DCMZVIZIYJKCQH-UHFFFAOYSA-N 0.000 claims 1
• VNZSPNWLCKENPV-UHFFFAOYSA-N 4-n-ethyl-2-n-[5-methyl-1-(1-methylpiperidin-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(C3CCN(C)CC3)N=C2)C)=N1 VNZSPNWLCKENPV-UHFFFAOYSA-N 0.000 claims 1
• GFPAWYQBVAEYSD-UHFFFAOYSA-N 4-n-ethyl-2-n-[5-methyl-1-(oxan-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(C3CCOCC3)N=C2)C)=N1 GFPAWYQBVAEYSD-UHFFFAOYSA-N 0.000 claims 1
• QVTJZZHQXIIOMA-UHFFFAOYSA-N 4-n-ethyl-2-n-[5-methyl-1-[(3-methyloxetan-3-yl)methyl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N(CC3(C)COC3)N=C2)C)=N1 QVTJZZHQXIIOMA-UHFFFAOYSA-N 0.000 claims 1
• QVTSJOICCKGHOC-ZDUSSCGKSA-N 4-n-ethyl-2-n-[5-methyl-1-[(3s)-1-(oxetan-3-yl)piperidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N([C@@H]3CN(CCC3)C3COC3)N=C2)C)=N1 QVTSJOICCKGHOC-ZDUSSCGKSA-N 0.000 claims 1
• KDQAFWOAAYLTNQ-LBPRGKRZSA-N 4-n-ethyl-2-n-[5-methyl-1-[(3s)-1-methylpiperidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC2=C(N([C@@H]3CN(C)CCC3)N=C2)C)=N1 KDQAFWOAAYLTNQ-LBPRGKRZSA-N 0.000 claims 1
• OIOTVEFJWWCYMO-UHFFFAOYSA-N 4-n-methyl-2-n-(1-methyl-3-propan-2-ylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C)C=2)C(C)C)=N1 OIOTVEFJWWCYMO-UHFFFAOYSA-N 0.000 claims 1
• OOWQCIDDTZYWGQ-UHFFFAOYSA-N 4-n-methyl-2-n-(1-methyl-5-propan-2-ylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C)N=C2)C(C)C)=N1 OOWQCIDDTZYWGQ-UHFFFAOYSA-N 0.000 claims 1
• XDBKWHDMKACIGP-UHFFFAOYSA-N 4-n-methyl-2-n-(1-methylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=NN(C)C=C2)=N1 XDBKWHDMKACIGP-UHFFFAOYSA-N 0.000 claims 1
• IRTKOMDLRUBMPK-UHFFFAOYSA-N 4-n-methyl-2-n-(1-methylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=CN(C)N=C2)=N1 IRTKOMDLRUBMPK-UHFFFAOYSA-N 0.000 claims 1
• FQPAJHZDHRKLFQ-UHFFFAOYSA-N 4-n-methyl-2-n-(1-propan-2-ylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=NN(C=C2)C(C)C)=N1 FQPAJHZDHRKLFQ-UHFFFAOYSA-N 0.000 claims 1
• LNRJJHYXVMELMJ-UHFFFAOYSA-N 4-n-methyl-2-n-(2-methyl-5-propan-2-ylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2N(N=C(C=2)C(C)C)C)=N1 LNRJJHYXVMELMJ-UHFFFAOYSA-N 0.000 claims 1
• CAQAFYABVIEBLT-UHFFFAOYSA-N 4-n-methyl-2-n-(2-methylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2N(N=CC=2)C)=N1 CAQAFYABVIEBLT-UHFFFAOYSA-N 0.000 claims 1
• JCYYPFRRHPVGST-UHFFFAOYSA-N 4-n-methyl-2-n-(2-propan-2-ylpyrazol-3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2N(N=CC=2)C(C)C)=N1 JCYYPFRRHPVGST-UHFFFAOYSA-N 0.000 claims 1
• WLWGQDUJSJGMNK-UHFFFAOYSA-N 4-n-methyl-2-n-(3-methyl-1-methylsulfonylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)S(C)(=O)=O)C)=N1 WLWGQDUJSJGMNK-UHFFFAOYSA-N 0.000 claims 1
• WJQKDQRBBJAHPX-UHFFFAOYSA-N 4-n-methyl-2-n-(3-methyl-1-propan-2-ylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)C)C)=N1 WJQKDQRBBJAHPX-UHFFFAOYSA-N 0.000 claims 1
• RJKQOMXIAXDVCZ-UHFFFAOYSA-N 4-n-methyl-2-n-(3-methyl-1-propan-2-ylsulfonylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)S(=O)(=O)C(C)C)C)=N1 RJKQOMXIAXDVCZ-UHFFFAOYSA-N 0.000 claims 1
• OWQCHPGBKJKFEM-UHFFFAOYSA-N 4-n-methyl-2-n-(3-methyl-1-propylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound CC1=NN(CCC)C=C1NC1=NC=C(C(F)(F)F)C(NC)=N1 OWQCHPGBKJKFEM-UHFFFAOYSA-N 0.000 claims 1
• WLACJDCJIIQWJU-UHFFFAOYSA-N 4-n-methyl-2-n-(3-methyl-1-pyridin-2-ylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2N=CC=CC=2)C)=N1 WLACJDCJIIQWJU-UHFFFAOYSA-N 0.000 claims 1
• MQRHXZLLQNIEQF-UHFFFAOYSA-N 4-n-methyl-2-n-(3-methyl-1-pyrimidin-2-ylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2N=CC=CN=2)C)=N1 MQRHXZLLQNIEQF-UHFFFAOYSA-N 0.000 claims 1
• LXKUMGQUIPWFFG-UHFFFAOYSA-N 4-n-methyl-2-n-(3-methyl-1-pyrimidin-5-ylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C=NC=NC=2)C)=N1 LXKUMGQUIPWFFG-UHFFFAOYSA-N 0.000 claims 1
• HNJLNHXXVDXPDS-UHFFFAOYSA-N 4-n-methyl-2-n-(4-methyl-1h-pyrazol-5-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(C=NN2)C)=N1 HNJLNHXXVDXPDS-UHFFFAOYSA-N 0.000 claims 1
• GTDNAVKKHAFNRJ-UHFFFAOYSA-N 4-n-methyl-2-n-(5-methyl-1-methylsulfonylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)S(C)(=O)=O)C)=N1 GTDNAVKKHAFNRJ-UHFFFAOYSA-N 0.000 claims 1
• DGQIJLFCHQYFDC-UHFFFAOYSA-N 4-n-methyl-2-n-(5-methyl-1-propan-2-ylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C(C)C)N=C2)C)=N1 DGQIJLFCHQYFDC-UHFFFAOYSA-N 0.000 claims 1
• CGHIFPLKCRAMTH-UHFFFAOYSA-N 4-n-methyl-2-n-(5-methyl-1-propan-2-ylsulfonylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)S(=O)(=O)C(C)C)C)=N1 CGHIFPLKCRAMTH-UHFFFAOYSA-N 0.000 claims 1
• JEEGDOFPGVOHPH-UHFFFAOYSA-N 4-n-methyl-2-n-(5-methyl-1-propylpyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound CCCN1N=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1C JEEGDOFPGVOHPH-UHFFFAOYSA-N 0.000 claims 1
• OWEFSAONQCOPBT-UHFFFAOYSA-N 4-n-methyl-2-n-(5-methyl-1h-pyrazol-4-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NNC=2)C)=N1 OWEFSAONQCOPBT-UHFFFAOYSA-N 0.000 claims 1
• GRWXCVGRBKZSMW-UHFFFAOYSA-N 4-n-methyl-2-n-[1-(2-morpholin-4-ylethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=CN(CCN3CCOCC3)N=C2)=N1 GRWXCVGRBKZSMW-UHFFFAOYSA-N 0.000 claims 1
• PQZSBCSATUQOME-UHFFFAOYSA-N 4-n-methyl-2-n-[1-methyl-5-(methylamino)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=NN(C)C(NC)=C1NC1=NC=C(C(F)(F)F)C(NC)=N1 PQZSBCSATUQOME-UHFFFAOYSA-N 0.000 claims 1
• UHVHKFXTISQFBB-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(1-methylpiperidin-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CCN(C)CC2)C)=N1 UHVHKFXTISQFBB-UHFFFAOYSA-N 0.000 claims 1
• ZBXREODTZFOOJR-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(1-methylpyrazol-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2=CN(C)N=C2)C)=N1 ZBXREODTZFOOJR-UHFFFAOYSA-N 0.000 claims 1
• OEFPNSCAGYZCRT-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(1-methylsulfonylazetidin-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CN(C2)S(C)(=O)=O)C)=N1 OEFPNSCAGYZCRT-UHFFFAOYSA-N 0.000 claims 1
• UZNHENPRAFITBK-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(1-propan-2-ylazetidin-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CN(C2)C(C)C)C)=N1 UZNHENPRAFITBK-UHFFFAOYSA-N 0.000 claims 1
• MPXALTFOSBEATH-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(1-pyridin-2-ylethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)C=2N=CC=CC=2)C)=N1 MPXALTFOSBEATH-UHFFFAOYSA-N 0.000 claims 1
• BUDBCOVCEKJLAW-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC(F)(F)F)C=2)C)=N1 BUDBCOVCEKJLAW-UHFFFAOYSA-N 0.000 claims 1
• IIAFVOBLYKLKIV-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(2-methyl-2-morpholin-4-ylpropyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC(C)(C)N3CCOCC3)C=2)C)=N1 IIAFVOBLYKLKIV-UHFFFAOYSA-N 0.000 claims 1
• ZFUTYVBGQUSTPL-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(2-methylpyridin-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C=C(C)N=CC=2)C)=N1 ZFUTYVBGQUSTPL-UHFFFAOYSA-N 0.000 claims 1
• FGJXJNCSPLAHME-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(3-methylpyridin-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C(=CN=CC=2)C)C)=N1 FGJXJNCSPLAHME-UHFFFAOYSA-N 0.000 claims 1
• NUIZCLOZSBLRFC-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(4-methylsulfonylphenyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)S(C)(=O)=O)C)=N1 NUIZCLOZSBLRFC-UHFFFAOYSA-N 0.000 claims 1
• XJZJUTPEZUMCPP-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(oxan-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2COCCC2)C)=N1 XJZJUTPEZUMCPP-UHFFFAOYSA-N 0.000 claims 1
• GEUNOMGQYHHWJC-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(oxan-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CCOCC2)C)=N1 GEUNOMGQYHHWJC-UHFFFAOYSA-N 0.000 claims 1
• ARIUTMSFJXBNGL-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(oxetan-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2COC2)C)=N1 ARIUTMSFJXBNGL-UHFFFAOYSA-N 0.000 claims 1
• RWZPMNSFPKFMOV-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(oxolan-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2COCC2)C)=N1 RWZPMNSFPKFMOV-UHFFFAOYSA-N 0.000 claims 1
• NUZNAHKJHODOFF-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(pyrazin-2-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC=3N=CC=NC=3)C=2)C)=N1 NUZNAHKJHODOFF-UHFFFAOYSA-N 0.000 claims 1
• NANQMUNDZZWLBL-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(pyridazin-3-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC=3N=NC=CC=3)C=2)C)=N1 NANQMUNDZZWLBL-UHFFFAOYSA-N 0.000 claims 1
• LDWHOMDHFDMULG-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(pyridin-2-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC=3N=CC=CC=3)C=2)C)=N1 LDWHOMDHFDMULG-UHFFFAOYSA-N 0.000 claims 1
• DGRAOLHMKVUZRB-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(pyridin-3-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC=3C=NC=CC=3)C=2)C)=N1 DGRAOLHMKVUZRB-UHFFFAOYSA-N 0.000 claims 1
• HHDAFVYQGADRHK-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-(pyrimidin-4-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC=3N=CN=CC=3)C=2)C)=N1 HHDAFVYQGADRHK-UHFFFAOYSA-N 0.000 claims 1
• QGUBHYXBHOLVEL-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[(1-methylpyrazol-3-yl)methyl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC3=NN(C)C=C3)C=2)C)=N1 QGUBHYXBHOLVEL-UHFFFAOYSA-N 0.000 claims 1
• WEWZZMSEIQNQFL-RYUDHWBXSA-N 4-n-methyl-2-n-[3-methyl-1-[(1s,5s)-8-oxabicyclo[3.2.1]octan-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C([C@@]1(CC[C@@](C2)(O1)[H])[H])C2N(N=C1C)C=C1NC1=NC=C(C(F)(F)F)C(NC)=N1 WEWZZMSEIQNQFL-RYUDHWBXSA-N 0.000 claims 1
• LZMFJHQPMWYEIY-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[(3-methyloxetan-3-yl)methyl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC3(C)COC3)C=2)C)=N1 LZMFJHQPMWYEIY-UHFFFAOYSA-N 0.000 claims 1
• OPYMJIYPBQQSJG-LLVKDONJSA-N 4-n-methyl-2-n-[3-methyl-1-[(3r)-1-(oxetan-3-yl)pyrrolidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@H]2CN(CC2)C2COC2)C)=N1 OPYMJIYPBQQSJG-LLVKDONJSA-N 0.000 claims 1
• FCNZDHXLJWKGSG-SNVBAGLBSA-N 4-n-methyl-2-n-[3-methyl-1-[(3r)-1-methylpyrrolidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@H]2CN(C)CC2)C)=N1 FCNZDHXLJWKGSG-SNVBAGLBSA-N 0.000 claims 1
• OPYMJIYPBQQSJG-NSHDSACASA-N 4-n-methyl-2-n-[3-methyl-1-[(3s)-1-(oxetan-3-yl)pyrrolidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)[C@@H]2CN(CC2)C2COC2)C)=N1 OPYMJIYPBQQSJG-NSHDSACASA-N 0.000 claims 1
• KKJGTMNGCNQNOZ-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[1-(2,2,2-trifluoroethyl)azetidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CN(CC(F)(F)F)C2)C)=N1 KKJGTMNGCNQNOZ-UHFFFAOYSA-N 0.000 claims 1
• FECZGKOJHHANTM-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C2CCN(CC(F)(F)F)CC2)C)=N1 FECZGKOJHHANTM-UHFFFAOYSA-N 0.000 claims 1
• UOQQMPCVQHSYIB-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[2-(1-methylpyrazol-3-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C2=NN(C)C=C2)C)=N1 UOQQMPCVQHSYIB-UHFFFAOYSA-N 0.000 claims 1
• WKIZXAJIQBRORN-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[2-(1-methylpyrazol-4-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C2=CN(C)N=C2)C)=N1 WKIZXAJIQBRORN-UHFFFAOYSA-N 0.000 claims 1
• OSQIKXSFMOSCCR-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[2-(2-methylpyrazol-3-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2N(N=CC=2)C)C)=N1 OSQIKXSFMOSCCR-UHFFFAOYSA-N 0.000 claims 1
• HGFKAHKPKPRHCB-UHFFFAOYSA-N 4-n-methyl-2-n-[3-methyl-1-[2-(5-methyl-1,3,4-oxadiazol-2-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C=2OC(C)=NN=2)C)=N1 HGFKAHKPKPRHCB-UHFFFAOYSA-N 0.000 claims 1
• AWMKYHQFSURBDO-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(1-methylpyrazol-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C2=CN(C)N=C2)C)=N1 AWMKYHQFSURBDO-UHFFFAOYSA-N 0.000 claims 1
• VQUWARFXOIROCT-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(1-propan-2-ylazetidin-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CN(C3)C(C)C)N=C2)C)=N1 VQUWARFXOIROCT-UHFFFAOYSA-N 0.000 claims 1
• HBBBJRODIMBJRE-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(1-pyridin-2-ylethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C(C)C=3N=CC=CC=3)N=C2)C)=N1 HBBBJRODIMBJRE-UHFFFAOYSA-N 0.000 claims 1
• AAUMHHSQEIPLQP-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC(F)(F)F)N=C2)C)=N1 AAUMHHSQEIPLQP-UHFFFAOYSA-N 0.000 claims 1
• JBXXGDUMXPBQIC-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(2-methyl-2-morpholin-4-ylpropyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC(C)(C)N3CCOCC3)N=C2)C)=N1 JBXXGDUMXPBQIC-UHFFFAOYSA-N 0.000 claims 1
• DRMFEBXXXNEHPQ-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(4-methylsulfonylphenyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)S(C)(=O)=O)C)=N1 DRMFEBXXXNEHPQ-UHFFFAOYSA-N 0.000 claims 1
• OKRSYNBLXAVRRV-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(oxan-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3COCCC3)N=C2)C)=N1 OKRSYNBLXAVRRV-UHFFFAOYSA-N 0.000 claims 1
• JWLGCFYUZNUXAZ-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(oxan-4-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CCOCC3)N=C2)C)=N1 JWLGCFYUZNUXAZ-UHFFFAOYSA-N 0.000 claims 1
• LKBKYMMKFJAHFT-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(oxetan-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3COC3)N=C2)C)=N1 LKBKYMMKFJAHFT-UHFFFAOYSA-N 0.000 claims 1
• DYSOTEUBMIJSNF-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(oxolan-3-yl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3COCC3)N=C2)C)=N1 DYSOTEUBMIJSNF-UHFFFAOYSA-N 0.000 claims 1
• UXOABNDSFKKCIV-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(pyrazin-2-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC=3N=CC=NC=3)N=C2)C)=N1 UXOABNDSFKKCIV-UHFFFAOYSA-N 0.000 claims 1
• KIQUXLBAFHZPJS-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(pyridazin-3-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC=3N=NC=CC=3)N=C2)C)=N1 KIQUXLBAFHZPJS-UHFFFAOYSA-N 0.000 claims 1
• BNXGJSIWTHFUEM-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(pyridin-2-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC=3N=CC=CC=3)N=C2)C)=N1 BNXGJSIWTHFUEM-UHFFFAOYSA-N 0.000 claims 1
• YVQBEAFARATFOJ-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(pyridin-3-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC=3C=NC=CC=3)N=C2)C)=N1 YVQBEAFARATFOJ-UHFFFAOYSA-N 0.000 claims 1
• WYIFTQOLNWVHHF-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(pyrimidin-2-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC=3N=CC=CN=3)N=C2)C)=N1 WYIFTQOLNWVHHF-UHFFFAOYSA-N 0.000 claims 1
• WQNROSKEFIUTKM-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-(pyrimidin-4-ylmethyl)pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC=3N=CN=CC=3)N=C2)C)=N1 WQNROSKEFIUTKM-UHFFFAOYSA-N 0.000 claims 1
• UIEQUJMKOUXYTA-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-[(1-methylpyrazol-3-yl)methyl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC3=NN(C)C=C3)N=C2)C)=N1 UIEQUJMKOUXYTA-UHFFFAOYSA-N 0.000 claims 1
• PVGAGYJWXMGLSC-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-[(3-methyloxetan-3-yl)methyl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC3(C)COC3)N=C2)C)=N1 PVGAGYJWXMGLSC-UHFFFAOYSA-N 0.000 claims 1
• VSXXXXYLXWUUQU-LLVKDONJSA-N 4-n-methyl-2-n-[5-methyl-1-[(3r)-1-(oxetan-3-yl)pyrrolidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@H]3CN(CC3)C3COC3)N=C2)C)=N1 VSXXXXYLXWUUQU-LLVKDONJSA-N 0.000 claims 1
• FKHFAYYSSUBUHF-SNVBAGLBSA-N 4-n-methyl-2-n-[5-methyl-1-[(3r)-1-methylpyrrolidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@H]3CN(C)CC3)N=C2)C)=N1 FKHFAYYSSUBUHF-SNVBAGLBSA-N 0.000 claims 1
• VSXXXXYLXWUUQU-NSHDSACASA-N 4-n-methyl-2-n-[5-methyl-1-[(3s)-1-(oxetan-3-yl)pyrrolidin-3-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N([C@@H]3CN(CC3)C3COC3)N=C2)C)=N1 VSXXXXYLXWUUQU-NSHDSACASA-N 0.000 claims 1
• RBCIKBVKFQAMPQ-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-[(6-methylpyridin-2-yl)methyl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC=3N=C(C)C=CC=3)N=C2)C)=N1 RBCIKBVKFQAMPQ-UHFFFAOYSA-N 0.000 claims 1
• DHIMYSXVMXKDBY-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CCN(CC(F)(F)F)CC3)N=C2)C)=N1 DHIMYSXVMXKDBY-UHFFFAOYSA-N 0.000 claims 1
• ZIEBOMWLUGWKRY-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-[1-(oxetan-3-yl)piperidin-4-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CCN(CC3)C3COC3)N=C2)C)=N1 ZIEBOMWLUGWKRY-UHFFFAOYSA-N 0.000 claims 1
• KOWIAHBRQOTYNO-UHFFFAOYSA-N 4-n-methyl-2-n-[5-methyl-1-[2-(1-methylpyrazol-4-yl)propan-2-yl]pyrazol-4-yl]-5-(trifluoromethyl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C(C)(C)C2=CN(C)N=C2)C)=N1 KOWIAHBRQOTYNO-UHFFFAOYSA-N 0.000 claims 1
• YETVSODXIJNLGN-UHFFFAOYSA-N 4-n-methyl-5-(trifluoromethyl)-2-n-(1,3,5-trimethylpyrazol-4-yl)pyrimidine-2,4-diamine Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C)N=C2C)C)=N1 YETVSODXIJNLGN-UHFFFAOYSA-N 0.000 claims 1
• NSZPRBRTBZVNND-UHFFFAOYSA-N 5-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]-1-methylpiperidin-2-one Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C2CN(C)C(=O)CC2)C)=N1 NSZPRBRTBZVNND-UHFFFAOYSA-N 0.000 claims 1
• AWCOMTNQFIPOKP-UHFFFAOYSA-N 5-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]piperidin-2-one Chemical compound C1=C(C(F)(F)F)C(NCC)=NC(NC=2C(=NN(C=2)C2CNC(=O)CC2)C)=N1 AWCOMTNQFIPOKP-UHFFFAOYSA-N 0.000 claims 1
• HXWCGNPYXYGJJP-UHFFFAOYSA-N 5-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]piperidin-2-one Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(C3CNC(=O)CC3)N=C2)C)=N1 HXWCGNPYXYGJJP-UHFFFAOYSA-N 0.000 claims 1
• MNPIGIVBICWWGX-UHFFFAOYSA-N 5-bromo-2-n-(1,5-dimethylpyrazol-4-yl)-4-n-ethylpyrimidine-2,4-diamine Chemical compound C1=C(Br)C(NCC)=NC(NC2=C(N(C)N=C2)C)=N1 MNPIGIVBICWWGX-UHFFFAOYSA-N 0.000 claims 1
• NYMUWKBEEACFBF-UHFFFAOYSA-N 5-bromo-2-n-(1,5-dimethylpyrazol-4-yl)-4-n-methylpyrimidine-2,4-diamine Chemical compound C1=C(Br)C(NC)=NC(NC2=C(N(C)N=C2)C)=N1 NYMUWKBEEACFBF-UHFFFAOYSA-N 0.000 claims 1
• HWGSSIIOEUTOPC-UHFFFAOYSA-N 5-bromo-2-n-(1-ethyl-3-methylpyrazol-4-yl)-4-n-methylpyrimidine-2,4-diamine Chemical compound CC1=NN(CC)C=C1NC1=NC=C(Br)C(NC)=N1 HWGSSIIOEUTOPC-UHFFFAOYSA-N 0.000 claims 1
• NMVQKRGGMVIJSR-UHFFFAOYSA-N 5-bromo-2-n-[1-(3,5-difluorophenyl)-3-methylpyrazol-4-yl]-4-n-methylpyrimidine-2,4-diamine Chemical compound C1=C(Br)C(NC)=NC(NC=2C(=NN(C=2)C=2C=C(F)C=C(F)C=2)C)=N1 NMVQKRGGMVIJSR-UHFFFAOYSA-N 0.000 claims 1
• GAUUYZYDTCOXIJ-UHFFFAOYSA-N 5-bromo-2-n-[1-(4-chlorophenyl)-3-methylpyrazol-4-yl]-4-n-methylpyrimidine-2,4-diamine Chemical compound C1=C(Br)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC(Cl)=CC=2)C)=N1 GAUUYZYDTCOXIJ-UHFFFAOYSA-N 0.000 claims 1
• WOLMVLBWWNFOKW-UHFFFAOYSA-N 5-bromo-2-n-[1-(4-chlorophenyl)-5-methylpyrazol-4-yl]-4-n-methylpyrimidine-2,4-diamine Chemical compound C1=C(Br)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC(Cl)=CC=2)C)=N1 WOLMVLBWWNFOKW-UHFFFAOYSA-N 0.000 claims 1
• SWLZLEZLMZKBKM-UHFFFAOYSA-N 5-bromo-2-n-[1-(4-fluorophenyl)-3-methylpyrazol-4-yl]-4-n-methylpyrimidine-2,4-diamine Chemical compound C1=C(Br)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC(F)=CC=2)C)=N1 SWLZLEZLMZKBKM-UHFFFAOYSA-N 0.000 claims 1
• WFAABNCFFXWVJG-UHFFFAOYSA-N 5-bromo-2-n-[1-(4-fluorophenyl)-5-methylpyrazol-4-yl]-4-n-methylpyrimidine-2,4-diamine Chemical compound C1=C(Br)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC(F)=CC=2)C)=N1 WFAABNCFFXWVJG-UHFFFAOYSA-N 0.000 claims 1
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• 239000011630 iodine Substances 0.000 claims 1
• CKJNUZNMWOVDFN-UHFFFAOYSA-N methanone Chemical compound O=[CH-] CKJNUZNMWOVDFN-UHFFFAOYSA-N 0.000 claims 1
• PVVAZLOSHWOIHD-UHFFFAOYSA-N methyl 2-[4-[(5-chloro-4-methoxypyrimidin-2-yl)amino]-3-methylpyrazol-1-yl]-2-methylpropanoate Chemical compound CC1=NN(C(C)(C)C(=O)OC)C=C1NC1=NC=C(Cl)C(OC)=N1 PVVAZLOSHWOIHD-UHFFFAOYSA-N 0.000 claims 1
• XSSWGGZWGOUOCQ-UHFFFAOYSA-N methyl 2-[4-[(5-chloro-4-methoxypyrimidin-2-yl)amino]-5-methylpyrazol-1-yl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N1N=CC(NC=2N=C(OC)C(Cl)=CN=2)=C1C XSSWGGZWGOUOCQ-UHFFFAOYSA-N 0.000 claims 1
• LFGNIJXJCVMLQE-UHFFFAOYSA-N methyl 2-methyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanoate Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C(C)(C)C(=O)OC)C)=N1 LFGNIJXJCVMLQE-UHFFFAOYSA-N 0.000 claims 1
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
• ZQPKOSBVHGIUIN-UHFFFAOYSA-N n,2-dimethyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound CC1=NN(C(C)(C)C(=O)NC)C=C1NC1=NC=C(C(F)(F)F)C(NC)=N1 ZQPKOSBVHGIUIN-UHFFFAOYSA-N 0.000 claims 1
• PGKQHCLOOJVKTQ-UHFFFAOYSA-N n,2-dimethyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound CNC(=O)C(C)(C)N1N=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1C PGKQHCLOOJVKTQ-UHFFFAOYSA-N 0.000 claims 1
• KBBUNLDCOMUJMN-UHFFFAOYSA-N n,n,2-trimethyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C(C)(C)C(=O)N(C)C)C)=N1 KBBUNLDCOMUJMN-UHFFFAOYSA-N 0.000 claims 1
• JTQGDJXZCWRNPJ-UHFFFAOYSA-N n,n-dimethyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]acetamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(CC(=O)N(C)C)C=2)C)=N1 JTQGDJXZCWRNPJ-UHFFFAOYSA-N 0.000 claims 1
• HHBCXJJTQGYISE-UHFFFAOYSA-N n,n-dimethyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]acetamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(CC(=O)N(C)C)N=C2)C)=N1 HHBCXJJTQGYISE-UHFFFAOYSA-N 0.000 claims 1
• PCVGAYIQLODTKZ-UHFFFAOYSA-N n,n-dimethyl-4-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]benzamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C=2C=CC(=CC=2)C(=O)N(C)C)C)=N1 PCVGAYIQLODTKZ-UHFFFAOYSA-N 0.000 claims 1
• GHJIPLZANSPQKH-UHFFFAOYSA-N n,n-dimethyl-4-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]benzamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C=2C=CC(=CC=2)C(=O)N(C)C)C)=N1 GHJIPLZANSPQKH-UHFFFAOYSA-N 0.000 claims 1
• YUMDJIBIZFEFAM-UHFFFAOYSA-N n-ethyl-1-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclobutane-1-carboxamide Chemical compound C1=C(NC=2N=C(NC)C(=CN=2)C(F)(F)F)C(C)=NN1C1(C(=O)NCC)CCC1 YUMDJIBIZFEFAM-UHFFFAOYSA-N 0.000 claims 1
• MZTIMVYQYPAQSZ-UHFFFAOYSA-N n-ethyl-1-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]cyclobutane-1-carboxamide Chemical compound N1=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C(C)N1C1(C(=O)NCC)CCC1 MZTIMVYQYPAQSZ-UHFFFAOYSA-N 0.000 claims 1
• RZHUFHGNDAWQOJ-UHFFFAOYSA-N n-ethyl-2-methyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound CC1=NN(C(C)(C)C(=O)NCC)C=C1NC1=NC=C(C(F)(F)F)C(NC)=N1 RZHUFHGNDAWQOJ-UHFFFAOYSA-N 0.000 claims 1
• OCPXFRLTGCHXHT-UHFFFAOYSA-N n-ethyl-2-methyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound CCNC(=O)C(C)(C)N1N=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1C OCPXFRLTGCHXHT-UHFFFAOYSA-N 0.000 claims 1
• RJPIAWMVICQJOA-UHFFFAOYSA-N n-methyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]acetamide Chemical compound CC1=NN(CC(=O)NC)C=C1NC1=NC=C(C(F)(F)F)C(NC)=N1 RJPIAWMVICQJOA-UHFFFAOYSA-N 0.000 claims 1
• NJUTWPBGVUMJPK-UHFFFAOYSA-N n-methyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]acetamide Chemical compound CNC(=O)CN1N=CC(NC=2N=C(NC)C(=CN=2)C(F)(F)F)=C1C NJUTWPBGVUMJPK-UHFFFAOYSA-N 0.000 claims 1
• KLFPRAGDELIBKZ-UHFFFAOYSA-N n-tert-butyl-2-methyl-2-[3-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC=2C(=NN(C=2)C(C)(C)C(=O)NC(C)(C)C)C)=N1 KLFPRAGDELIBKZ-UHFFFAOYSA-N 0.000 claims 1
• BRDOWWROMOXEAJ-UHFFFAOYSA-N n-tert-butyl-2-methyl-2-[5-methyl-4-[[4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]pyrazol-1-yl]propanamide Chemical compound C1=C(C(F)(F)F)C(NC)=NC(NC2=C(N(N=C2)C(C)(C)C(=O)NC(C)(C)C)C)=N1 BRDOWWROMOXEAJ-UHFFFAOYSA-N 0.000 claims 1
• 125000006299 oxetan-3-yl group Chemical group [H]C1([H])OC([H])([H])C1([H])* 0.000 claims 1
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
• 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 claims 1
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
• FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims 1
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
• 125000006514 pyridin-2-ylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims 1
• LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims 1
• 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 1
• YAAWASYJIRZXSZ-UHFFFAOYSA-N pyrimidine-2,4-diamine Chemical compound NC1=CC=NC(N)=N1 YAAWASYJIRZXSZ-UHFFFAOYSA-N 0.000 claims 1
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1