DK2323992T3 - 5-alkynyl pyrimidines - Google Patents

Info

Publication number

DK2323992T3

DK2323992T3 DK09781207.7T DK09781207T DK2323992T3 DK 2323992 T3 DK2323992 T3 DK 2323992T3 DK 09781207 T DK09781207 T DK 09781207T DK 2323992 T3 DK2323992 T3 DK 2323992T3

Authority

DK

Denmark

Prior art keywords

mmol

nrcrc

nrere

membered

nr9r9

Prior art date

2008-07-29

Links

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• 239000000203 mixture Substances 0.000 claims description 28
• -1 -NC Chemical group 0.000 claims description 20
• 125000001072 heteroaryl group Chemical group 0.000 claims description 17
• 229910052739 hydrogen Inorganic materials 0.000 claims description 16
• 239000001257 hydrogen Substances 0.000 claims description 15
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• 229910052736 halogen Inorganic materials 0.000 claims description 12
• 150000002367 halogens Chemical class 0.000 claims description 12
• 125000000217 alkyl group Chemical group 0.000 claims description 11
• 125000004404 heteroalkyl group Chemical group 0.000 claims description 11
• 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 11
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 11
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• 239000003814 drug Substances 0.000 claims description 9
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• 238000011282 treatment Methods 0.000 claims description 7
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 7
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 6
• 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 5
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
• 125000004076 pyridyl group Chemical group 0.000 claims description 5
• HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 4
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• 150000001412 amines Chemical class 0.000 description 11
• CWMFRHBXRUITQE-UHFFFAOYSA-N trimethylsilylacetylene Chemical compound C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 11
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• KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 10
• HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 10
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• ZVGIVKMNLUTRPN-UHFFFAOYSA-N 5-ethynylpyridin-2-amine Chemical compound NC1=CC=C(C#C)C=N1 ZVGIVKMNLUTRPN-UHFFFAOYSA-N 0.000 description 8
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• NPTGVVKPLWFPPX-UHFFFAOYSA-N 2-amino-4-chloro-6-methylpyrimidine Chemical compound CC1=CC(Cl)=NC(N)=N1 NPTGVVKPLWFPPX-UHFFFAOYSA-N 0.000 description 6
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