ES2802174T3 - Compuestos - Google Patents

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Publication number

ES2802174T3

ES2802174T3 ES15743797T ES15743797T ES2802174T3 ES 2802174 T3 ES2802174 T3 ES 2802174T3 ES 15743797 T ES15743797 T ES 15743797T ES 15743797 T ES15743797 T ES 15743797T ES 2802174 T3 ES2802174 T3 ES 2802174T3

Authority

ES

Spain

Prior art keywords

mmol

lcms

methyl

pyrazol

mixture

Prior art date

2014-01-29

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• 150000001875 compounds Chemical class 0.000 title claims abstract description 473
• 125000001424 substituent group Chemical group 0.000 claims abstract description 75
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 69
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 59
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 55
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 33
• 125000003566 oxetanyl group Chemical group 0.000 claims abstract description 31
• 125000002757 morpholinyl group Chemical group 0.000 claims abstract description 24
• 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims abstract description 16
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 14
• 125000001475 halogen functional group Chemical group 0.000 claims abstract 12
• -1 tetrahydro-2 H-pyran-3-yl Chemical group 0.000 claims description 129
• 229910052799 carbon Inorganic materials 0.000 claims description 50
• 229910052757 nitrogen Inorganic materials 0.000 claims description 50
• 239000003814 drug Substances 0.000 claims description 21
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 18
• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 16
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 10
• 229940079593 drug Drugs 0.000 claims description 10
• 125000004312 morpholin-2-yl group Chemical group [H]N1C([H])([H])C([H])([H])OC([H])(*)C1([H])[H] 0.000 claims description 9
• 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 claims description 9
• 125000003386 piperidinyl group Chemical group 0.000 claims description 9
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 7
• 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 7
• JOCBASBOOFNAJA-UHFFFAOYSA-N N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid Chemical compound OCC(CO)(CO)NCCS(O)(=O)=O JOCBASBOOFNAJA-UHFFFAOYSA-N 0.000 claims 15
• RGLFLHRKZUNPAL-CQSZACIVSA-N N-[5-chloro-1-[(4R)-3,3-difluoro-1-(oxetan-3-yl)piperidin-4-yl]pyrazol-4-yl]-4-ethoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound ClC1=C(C=NN1[C@H]1C(CN(CC1)C1COC1)(F)F)NC=1N=C(C2=C(N=1)NC=C2)OCC RGLFLHRKZUNPAL-CQSZACIVSA-N 0.000 claims 3
• 230000001419 dependent effect Effects 0.000 claims 1
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• PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 82
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• YNESATAKKCNGOF-UHFFFAOYSA-N lithium bis(trimethylsilyl)amide Chemical compound [Li+].C[Si](C)(C)[N-][Si](C)(C)C YNESATAKKCNGOF-UHFFFAOYSA-N 0.000 description 23
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• XORHNJQEWQGXCN-UHFFFAOYSA-N 4-nitro-1h-pyrazole Chemical compound [O-][N+](=O)C=1C=NNC=1 XORHNJQEWQGXCN-UHFFFAOYSA-N 0.000 description 22
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• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 19
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