HRP20040724A2 - Pyrrolopyrimidine and pyrrolopyridimine derivatives substituted with cyclic amino group - Google Patents

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Publication number

HRP20040724A2

HRP20040724A2 HR20040724A HRP20040724A HRP20040724A2 HR P20040724 A2 HRP20040724 A2 HR P20040724A2 HR 20040724 A HR20040724 A HR 20040724A HR P20040724 A HRP20040724 A HR P20040724A HR P20040724 A2 HRP20040724 A2 HR P20040724A2

Authority

HR

Croatia

Prior art keywords

phenyl

pyrrolo

dimethyl

piperidin

alkyl

Prior art date

2002-12-26

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• 125000004122 cyclic group Chemical group 0.000 title claims description 129
• 125000003277 amino group Chemical group 0.000 title claims description 128
• KDOPAZIWBAHVJB-UHFFFAOYSA-N 5h-pyrrolo[3,2-d]pyrimidine Chemical group C1=NC=C2NC=CC2=N1 KDOPAZIWBAHVJB-UHFFFAOYSA-N 0.000 title claims description 6
• RMZBVAPTEVFUCD-UHFFFAOYSA-N pyrrolo[3,2-b]pyridin-2-imine Chemical group N=1C(C=C2C=1C=CC=N2)=N RMZBVAPTEVFUCD-UHFFFAOYSA-N 0.000 title 1
• WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Substances CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 682
• -1 saturated cyclic amine Chemical class 0.000 claims description 469
• 229910052739 hydrogen Inorganic materials 0.000 claims description 348
• OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 292
• 239000001257 hydrogen Substances 0.000 claims description 284
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 176
• 239000000126 substance Substances 0.000 claims description 165
• 229910052799 carbon Inorganic materials 0.000 claims description 94
• 239000000203 mixture Substances 0.000 claims description 82
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 72
• 125000001424 substituent group Chemical group 0.000 claims description 71
• 229910052736 halogen Inorganic materials 0.000 claims description 70
• 150000002367 halogens Chemical class 0.000 claims description 70
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 61
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 60
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 59
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 56
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 53
• 150000003839 salts Chemical class 0.000 claims description 53
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 48
• 150000004677 hydrates Chemical class 0.000 claims description 42
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 38
• 125000000217 alkyl group Chemical group 0.000 claims description 35
• 125000003118 aryl group Chemical group 0.000 claims description 35
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 35
• 125000004076 pyridyl group Chemical group 0.000 claims description 34
• 125000001072 heteroaryl group Chemical group 0.000 claims description 32
• XWIYUCRMWCHYJR-UHFFFAOYSA-N 1h-pyrrolo[3,2-b]pyridine Chemical group C1=CC=C2NC=CC2=N1 XWIYUCRMWCHYJR-UHFFFAOYSA-N 0.000 claims description 27
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 27
• 125000003545 alkoxy group Chemical group 0.000 claims description 26
• 125000004432 carbon atom Chemical group C* 0.000 claims description 26
• 150000004944 pyrrolopyrimidines Chemical group 0.000 claims description 25
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 24
• 239000000460 chlorine Substances 0.000 claims description 24
• 229910052794 bromium Inorganic materials 0.000 claims description 23
• 229910052801 chlorine Inorganic materials 0.000 claims description 23
• 101100097467 Arabidopsis thaliana SYD gene Proteins 0.000 claims description 22
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 22
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 22
• 101100495925 Schizosaccharomyces pombe (strain 972 / ATCC 24843) chr3 gene Proteins 0.000 claims description 22
• 125000004414 alkyl thio group Chemical group 0.000 claims description 20
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 20
• 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 16
• 125000002252 acyl group Chemical group 0.000 claims description 13
• 150000001721 carbon Chemical group 0.000 claims description 13
• 150000001412 amines Chemical group 0.000 claims description 11
• 125000000000 cycloalkoxy group Chemical group 0.000 claims description 9
• 108010056643 Corticotropin-Releasing Hormone Receptors Proteins 0.000 claims description 8
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 7
• GGRHUOGLCCJDDN-UHFFFAOYSA-N [1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=NC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C GGRHUOGLCCJDDN-UHFFFAOYSA-N 0.000 claims description 5
• 125000005129 aryl carbonyl group Chemical group 0.000 claims description 5
• 125000004429 atom Chemical group 0.000 claims description 5
• 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims description 5
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
• 150000002148 esters Chemical class 0.000 claims description 4
• ATLOZHCVWGCMKJ-UHFFFAOYSA-N 1-[7-[2-bromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CCC3)C#N)N=C(C)N=C2N1C1=CC=C(C(F)(F)F)C=C1Br ATLOZHCVWGCMKJ-UHFFFAOYSA-N 0.000 claims description 3
• KGDJXDNCNXRLHP-UHFFFAOYSA-N [1-[1-(4-chloro-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(C)C=C(Cl)C=C1C KGDJXDNCNXRLHP-UHFFFAOYSA-N 0.000 claims description 3
• FQKGBLCRQKCCHB-UHFFFAOYSA-N [1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methyl dihydrogen phosphate Chemical compound C12=NC(C)=NC(N3CCC(COP(O)(O)=O)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C FQKGBLCRQKCCHB-UHFFFAOYSA-N 0.000 claims description 3
• 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 3
• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
• GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 claims description 2
• MCOOTAMYJQNJFF-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=NC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C MCOOTAMYJQNJFF-UHFFFAOYSA-N 0.000 claims description 2
• GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims description 2
• 150000001204 N-oxides Chemical class 0.000 claims description 2
• 150000002431 hydrogen Chemical class 0.000 claims 48
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 8
• 229960004756 ethanol Drugs 0.000 claims 5
• 239000005557 antagonist Substances 0.000 claims 2
• MGVNSMKDNCTMGY-UHFFFAOYSA-N 1-[1-(2,4-dibromophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=CC=C(Br)C=C1Br MGVNSMKDNCTMGY-UHFFFAOYSA-N 0.000 claims 1
• HDLXAJBKOSQRAS-UHFFFAOYSA-N 1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CCC3)C#N)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl HDLXAJBKOSQRAS-UHFFFAOYSA-N 0.000 claims 1
• LTLJVEBSOOFJMA-UHFFFAOYSA-N 1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl LTLJVEBSOOFJMA-UHFFFAOYSA-N 0.000 claims 1
• CJWIDXAMAMKANV-UHFFFAOYSA-N 1-[1-(2,6-dibromo-4-chlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=C(Br)C=C(Cl)C=C1Br CJWIDXAMAMKANV-UHFFFAOYSA-N 0.000 claims 1
• MIXVUYODFGYIIS-UHFFFAOYSA-N 1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=C1C MIXVUYODFGYIIS-UHFFFAOYSA-N 0.000 claims 1
• DGMUZHBWQNMGGB-UHFFFAOYSA-N 1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=C1 DGMUZHBWQNMGGB-UHFFFAOYSA-N 0.000 claims 1
• LSQGJKFYGNUBRL-UHFFFAOYSA-N 1-[1-(2-bromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound BrC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=C1 LSQGJKFYGNUBRL-UHFFFAOYSA-N 0.000 claims 1
• ZZNJPKDUHOQDBB-UHFFFAOYSA-N 1-[1-(4-bromo-2,6-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)C=C(C)N=C2N1C1=C(Cl)C=C(Br)C=C1Cl ZZNJPKDUHOQDBB-UHFFFAOYSA-N 0.000 claims 1
• ROTRNAOXLYJQHO-UHFFFAOYSA-N 1-[1-(4-bromo-2,6-dichlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=C(Cl)C=C(Br)C=C1Cl ROTRNAOXLYJQHO-UHFFFAOYSA-N 0.000 claims 1
• MDLAKSSPZBDZKZ-UHFFFAOYSA-N 1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CCC3)C#N)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C MDLAKSSPZBDZKZ-UHFFFAOYSA-N 0.000 claims 1
• MGYYMXUWRBXFPA-UHFFFAOYSA-N 1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C MGYYMXUWRBXFPA-UHFFFAOYSA-N 0.000 claims 1
• CFIJLSZQATYTHY-UHFFFAOYSA-N 1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-3-carbonitrile Chemical compound C12=NC(C)=CC(N3CC(CCC3)C#N)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C CFIJLSZQATYTHY-UHFFFAOYSA-N 0.000 claims 1
• XAABYTMKWINPSL-UHFFFAOYSA-N 1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C XAABYTMKWINPSL-UHFFFAOYSA-N 0.000 claims 1
• AQLJEXFJKCOLFF-UHFFFAOYSA-N 1-[1-(4-chloro-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)C=C(C)N=C2N1C1=C(C)C=C(Cl)C=C1C AQLJEXFJKCOLFF-UHFFFAOYSA-N 0.000 claims 1
• XKEJIPYRXPSDSZ-UHFFFAOYSA-N 1-[1-(4-chloro-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=C(C)C=C(Cl)C=C1C XKEJIPYRXPSDSZ-UHFFFAOYSA-N 0.000 claims 1
• QVZUPYCAKOZQLY-UHFFFAOYSA-N 1-[1-(4-methoxy-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=C1C QVZUPYCAKOZQLY-UHFFFAOYSA-N 0.000 claims 1
• GRGFZBDRBZGMQQ-UHFFFAOYSA-N 1-[1-(4-methoxy-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=C1 GRGFZBDRBZGMQQ-UHFFFAOYSA-N 0.000 claims 1
• MEQPDTDLSGKMAC-UHFFFAOYSA-N 1-[1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethane-1,2-diol Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C(O)CO)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C MEQPDTDLSGKMAC-UHFFFAOYSA-N 0.000 claims 1
• FNGKXHAWPPIXAT-UHFFFAOYSA-N 1-[1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propane-1,3-diol Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C(O)CCO)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C FNGKXHAWPPIXAT-UHFFFAOYSA-N 0.000 claims 1
• HXBOZUOTSHPQGM-UHFFFAOYSA-N 1-[1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethane-1,2-diol Chemical compound C12=NC(C)=CC(N3CCC(CC3)C(O)CO)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C HXBOZUOTSHPQGM-UHFFFAOYSA-N 0.000 claims 1
• IJZQVPUVVGCKBO-UHFFFAOYSA-N 1-[1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propane-1,3-diol Chemical compound C12=NC(C)=CC(N3CCC(CC3)C(O)CCO)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C IJZQVPUVVGCKBO-UHFFFAOYSA-N 0.000 claims 1
• WKXMAAGCHNRBRP-UHFFFAOYSA-N 1-[1-[2,5-dimethyl-7-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=NC(N3CCC(CC3)C(C)O)=C2C(C)=C1 WKXMAAGCHNRBRP-UHFFFAOYSA-N 0.000 claims 1
• GWWYMRBDNHGASK-UHFFFAOYSA-N 1-[1-[2-bromo-4-(trifluoromethyl)phenyl]-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=CC=C(C(F)(F)F)C=C1Br GWWYMRBDNHGASK-UHFFFAOYSA-N 0.000 claims 1
• AVGZFRYQHJFJMM-UHFFFAOYSA-N 1-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethane-1,2-diol Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C(O)CO)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C AVGZFRYQHJFJMM-UHFFFAOYSA-N 0.000 claims 1
• UBQCWWKXQTWSKR-UHFFFAOYSA-N 1-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound C1CC(C(O)C)CCN1C1=NC(C)=NC2=C1C(C)=C(C)N2C1=C(C)C=C(Br)C=C1C UBQCWWKXQTWSKR-UHFFFAOYSA-N 0.000 claims 1
• CURZXQNGDWATBD-UHFFFAOYSA-N 1-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propane-1,3-diol Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C(O)CCO)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C CURZXQNGDWATBD-UHFFFAOYSA-N 0.000 claims 1
• VRSVQZKQWJBBMK-UHFFFAOYSA-N 1-[1-[7-(4-chloro-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound C1CC(C(O)C)CCN1C1=NC(C)=NC2=C1C(C)=C(C)N2C1=C(C)C=C(Cl)C=C1C VRSVQZKQWJBBMK-UHFFFAOYSA-N 0.000 claims 1
• XQNSVXBCZCRXMQ-UHFFFAOYSA-N 1-[1-[7-(4-chloro-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound C1CC(C(O)C)CCN1C1=NC(C)=NC2=C1C(C)=CN2C1=C(C)C=C(Cl)C=C1C XQNSVXBCZCRXMQ-UHFFFAOYSA-N 0.000 claims 1
• ASDIAGHLEYKJHH-UHFFFAOYSA-N 1-[2,3,6-trimethyl-1-(2,4,5-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)C=C(C)N=C2N1C1=CC(Br)=C(Br)C=C1Br ASDIAGHLEYKJHH-UHFFFAOYSA-N 0.000 claims 1
• QDSSCAURYMAEFJ-UHFFFAOYSA-N 1-[2,3,6-trimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)C=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br QDSSCAURYMAEFJ-UHFFFAOYSA-N 0.000 claims 1
• UQJBJWHWEAGFOO-UHFFFAOYSA-N 1-[2,3,6-trimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)C=C(C)N=C2N1C1=C(Cl)C=C(Cl)C=C1Cl UQJBJWHWEAGFOO-UHFFFAOYSA-N 0.000 claims 1
• YMTNNEHDKXSSLY-UHFFFAOYSA-N 1-[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CCC3)C#N)N=C(C)N=C2N1C1=C(C)C=C(C)C=C1C YMTNNEHDKXSSLY-UHFFFAOYSA-N 0.000 claims 1
• SAUWFHMWVLRKBW-UHFFFAOYSA-N 1-[2,5,6-trimethyl-7-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=NC(N3CC(CCC3)C#N)=C2C(C)=C1C SAUWFHMWVLRKBW-UHFFFAOYSA-N 0.000 claims 1
• IRBBSFXEHYNTIU-UHFFFAOYSA-N 1-[2,5-dimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound C12=NC(C)=NC(N3CC(CCC3)C#N)=C2C(C)=CN1C1=C(C)C=C(C)C=C1C IRBBSFXEHYNTIU-UHFFFAOYSA-N 0.000 claims 1
• VXTMMECGUOGUTK-UHFFFAOYSA-N 1-[2,5-dimethyl-7-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=NC(N3CC(CCC3)C#N)=C2C(C)=C1 VXTMMECGUOGUTK-UHFFFAOYSA-N 0.000 claims 1
• DLUUYIAQWRKXHP-UHFFFAOYSA-N 1-[3,6-dimethyl-1-(2,4,5-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=CC(Br)=C(Br)C=C1Br DLUUYIAQWRKXHP-UHFFFAOYSA-N 0.000 claims 1
• BVPGDIGXFRHSOC-UHFFFAOYSA-N 1-[3,6-dimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br BVPGDIGXFRHSOC-UHFFFAOYSA-N 0.000 claims 1
• PNBTYKOQVPIBFI-UHFFFAOYSA-N 1-[3,6-dimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=C(Cl)C=C(Cl)C=C1Cl PNBTYKOQVPIBFI-UHFFFAOYSA-N 0.000 claims 1
• AXVFNPUWTJKPBB-UHFFFAOYSA-N 1-[3,6-dimethyl-1-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidine-4-carbonitrile Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CC3)C#N)=C2C(C)=C1 AXVFNPUWTJKPBB-UHFFFAOYSA-N 0.000 claims 1
• FMHVWQMRIFXHSF-UHFFFAOYSA-N 1-[7-(2,4-dibromo-6-methylsulfanylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CSC1=CC(Br)=CC(Br)=C1N1C2=NC(C)=NC(N3CC(CCC3)C#N)=C2C(C)=C1 FMHVWQMRIFXHSF-UHFFFAOYSA-N 0.000 claims 1
• WPMGKXCTGZXNAX-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-diethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CCC1=CC(Br)=CC(CC)=C1N1C2=NC(C)=NC(N3CC(CCC3)C#N)=C2C(C)=C1C WPMGKXCTGZXNAX-UHFFFAOYSA-N 0.000 claims 1
• HKHJQXCPYCGKAD-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-diethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CCC1=CC(Br)=CC(CC)=C1N1C2=NC(C)=NC(N3CC(CCC3)C#N)=C2C(C)=C1 HKHJQXCPYCGKAD-UHFFFAOYSA-N 0.000 claims 1
• ONNZLFPFSMGMHW-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]-3-(hydroxymethyl)piperidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CO)(CCC3)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C ONNZLFPFSMGMHW-UHFFFAOYSA-N 0.000 claims 1
• XKCLJEBPLIFSOW-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]azepane-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CCC3)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C XKCLJEBPLIFSOW-UHFFFAOYSA-N 0.000 claims 1
• UKJLVGCBRRCWPK-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]azetidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(C3)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C UKJLVGCBRRCWPK-UHFFFAOYSA-N 0.000 claims 1
• QTEKZKBLFLXAON-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CCC3)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C QTEKZKBLFLXAON-UHFFFAOYSA-N 0.000 claims 1
• LDMURONARYZJCB-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C LDMURONARYZJCB-UHFFFAOYSA-N 0.000 claims 1
• VMLFTDFVFBRLTL-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CC3)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C VMLFTDFVFBRLTL-UHFFFAOYSA-N 0.000 claims 1
• IBFBWKGXWGVBJA-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]azepane-4-carbonitrile Chemical compound C12=NC(C)=NC(N3CCC(CCC3)C#N)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C IBFBWKGXWGVBJA-UHFFFAOYSA-N 0.000 claims 1
• TWAJCMRSSAYRLO-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-4-carbonitrile Chemical compound C12=NC(C)=NC(N3CCC(CC3)C#N)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C TWAJCMRSSAYRLO-UHFFFAOYSA-N 0.000 claims 1
• XTJPLSDUDULFAN-UHFFFAOYSA-N 1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidine-3-carbonitrile Chemical compound C12=NC(C)=NC(N3CC(CC3)C#N)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C XTJPLSDUDULFAN-UHFFFAOYSA-N 0.000 claims 1
• VTRXDIFUGQSBSH-UHFFFAOYSA-N 1-[7-(4-chloro-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-4-carbonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C#N)N=C(C)N=C2N1C1=C(C)C=C(Cl)C=C1C VTRXDIFUGQSBSH-UHFFFAOYSA-N 0.000 claims 1
• XKUVKDVHDROZBE-UHFFFAOYSA-N 1-[7-[2,6-dibromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3CC(CCC3)C#N)N=C(C)N=C2N1C1=C(Br)C=C(C(F)(F)F)C=C1Br XKUVKDVHDROZBE-UHFFFAOYSA-N 0.000 claims 1
• WYAMKPADTZURPG-UHFFFAOYSA-N 2-[1-[1-(2,4-dibromophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=CC=C(Br)C=C1Br WYAMKPADTZURPG-UHFFFAOYSA-N 0.000 claims 1
• IVIXDABSFOQXPN-UHFFFAOYSA-N 2-[1-[1-(2,4-dibromophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=CC=C(Br)C=C1Br IVIXDABSFOQXPN-UHFFFAOYSA-N 0.000 claims 1
• ZRPKREQJABEGMS-UHFFFAOYSA-N 2-[1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-3-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CC(CC#N)CCC3)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl ZRPKREQJABEGMS-UHFFFAOYSA-N 0.000 claims 1
• ZMBRIOFYOCHDHE-UHFFFAOYSA-N 2-[1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-3-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CC(CCO)CCC3)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl ZMBRIOFYOCHDHE-UHFFFAOYSA-N 0.000 claims 1
• QXNYABHUACQZBI-UHFFFAOYSA-N 2-[1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl QXNYABHUACQZBI-UHFFFAOYSA-N 0.000 claims 1
• BBHGDOQBIAWWGA-UHFFFAOYSA-N 2-[1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl BBHGDOQBIAWWGA-UHFFFAOYSA-N 0.000 claims 1
• BQYJBYAFEGIJQF-UHFFFAOYSA-N 2-[1-[1-(2,6-dibromo-4-chlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)C=C(C)N=C2N1C1=C(Br)C=C(Cl)C=C1Br BQYJBYAFEGIJQF-UHFFFAOYSA-N 0.000 claims 1
• YWDQDHIXJWQBLB-UHFFFAOYSA-N 2-[1-[1-(2,6-dibromo-4-chlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=C(Br)C=C(Cl)C=C1Br YWDQDHIXJWQBLB-UHFFFAOYSA-N 0.000 claims 1
• ZANWUZAUHJLZKX-UHFFFAOYSA-N 2-[1-[1-(2,6-dibromo-4-chlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Br)C=C(Cl)C=C1Br ZANWUZAUHJLZKX-UHFFFAOYSA-N 0.000 claims 1
• QYFGOSXQSPHJLD-UHFFFAOYSA-N 2-[1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=C1C QYFGOSXQSPHJLD-UHFFFAOYSA-N 0.000 claims 1
• HSIPWAIJVKVXIB-UHFFFAOYSA-N 2-[1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=C1C HSIPWAIJVKVXIB-UHFFFAOYSA-N 0.000 claims 1
• SDZNYWPOJYYOBN-UHFFFAOYSA-N 2-[1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=C1 SDZNYWPOJYYOBN-UHFFFAOYSA-N 0.000 claims 1
• ZORBZVDVNRTURS-UHFFFAOYSA-N 2-[1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=C1 ZORBZVDVNRTURS-UHFFFAOYSA-N 0.000 claims 1
• GNVNKZCZCKILNF-UHFFFAOYSA-N 2-[1-[1-(2-bromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound BrC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=C1 GNVNKZCZCKILNF-UHFFFAOYSA-N 0.000 claims 1
• YFWVVTZMAJWQCF-UHFFFAOYSA-N 2-[1-[1-(2-bromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound BrC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=C1 YFWVVTZMAJWQCF-UHFFFAOYSA-N 0.000 claims 1
• LBNHJMMRBNYMHV-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Br)C=C1Cl LBNHJMMRBNYMHV-UHFFFAOYSA-N 0.000 claims 1
• GBMWKBFGKAFXAO-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Br)C=C1Cl GBMWKBFGKAFXAO-UHFFFAOYSA-N 0.000 claims 1
• RMDXFCFGULPTPV-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dichlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Br)C=C1Cl RMDXFCFGULPTPV-UHFFFAOYSA-N 0.000 claims 1
• KTBHZFJQSJNLKJ-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dichlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Br)C=C1Cl KTBHZFJQSJNLKJ-UHFFFAOYSA-N 0.000 claims 1
• PRNCTYMIVYJOKX-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-3-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CC(CCO)CCC3)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C PRNCTYMIVYJOKX-UHFFFAOYSA-N 0.000 claims 1
• YVKMMOAQOQUYIJ-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C YVKMMOAQOQUYIJ-UHFFFAOYSA-N 0.000 claims 1
• UADFMGLWQVNSGT-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C UADFMGLWQVNSGT-UHFFFAOYSA-N 0.000 claims 1
• PGRVVFRTIHSWFG-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-3-yl]ethanol Chemical compound C12=NC(C)=CC(N3CC(CCO)CCC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C PGRVVFRTIHSWFG-UHFFFAOYSA-N 0.000 claims 1
• JCAYVXVGQSUSOX-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C JCAYVXVGQSUSOX-UHFFFAOYSA-N 0.000 claims 1
• XBCWTGJYPAZRSC-UHFFFAOYSA-N 2-[1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C XBCWTGJYPAZRSC-UHFFFAOYSA-N 0.000 claims 1
• QJONPYXEGQGTEF-UHFFFAOYSA-N 2-[1-[1-(4-chloro-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=C(C)C=C(Cl)C=C1C QJONPYXEGQGTEF-UHFFFAOYSA-N 0.000 claims 1
• OKOWXIRLSNLEBI-UHFFFAOYSA-N 2-[1-[1-(4-chloro-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(C)C=C(Cl)C=C1C OKOWXIRLSNLEBI-UHFFFAOYSA-N 0.000 claims 1
• XZZLHUHWUDHWTH-UHFFFAOYSA-N 2-[1-[1-(4-chloro-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=C(C)C=C(Cl)C=C1C XZZLHUHWUDHWTH-UHFFFAOYSA-N 0.000 claims 1
• ATUNWBVIJXIRQT-UHFFFAOYSA-N 2-[1-[1-(4-methoxy-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=C1C ATUNWBVIJXIRQT-UHFFFAOYSA-N 0.000 claims 1
• CDNQCMLUOMVPLS-UHFFFAOYSA-N 2-[1-[1-(4-methoxy-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=C1C CDNQCMLUOMVPLS-UHFFFAOYSA-N 0.000 claims 1
• DLTSRPJDTXDDNX-UHFFFAOYSA-N 2-[1-[1-(4-methoxy-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=C1 DLTSRPJDTXDDNX-UHFFFAOYSA-N 0.000 claims 1
• HFBGLWAZLODZBN-UHFFFAOYSA-N 2-[1-[1-(4-methoxy-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=C1 HFBGLWAZLODZBN-UHFFFAOYSA-N 0.000 claims 1
• ZRAJSNRTGUGLDB-UHFFFAOYSA-N 2-[1-[1-[2-bromo-4-(trifluoromethyl)phenyl]-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=CC=C(C(F)(F)F)C=C1Br ZRAJSNRTGUGLDB-UHFFFAOYSA-N 0.000 claims 1
• YROPHBXEFHYYRM-UHFFFAOYSA-N 2-[1-[2,3,6-trimethyl-1-(2,4,5-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=CC(Br)=C(Br)C=C1Br YROPHBXEFHYYRM-UHFFFAOYSA-N 0.000 claims 1
• RFHKJCRXZFHKCB-UHFFFAOYSA-N 2-[1-[2,3,6-trimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)C=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br RFHKJCRXZFHKCB-UHFFFAOYSA-N 0.000 claims 1
• USNPZJXBJGHNMP-UHFFFAOYSA-N 2-[1-[2,3,6-trimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br USNPZJXBJGHNMP-UHFFFAOYSA-N 0.000 claims 1
• DDDIQFPNSQUDMN-UHFFFAOYSA-N 2-[1-[2,3,6-trimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Cl)C=C1Cl DDDIQFPNSQUDMN-UHFFFAOYSA-N 0.000 claims 1
• IRLMOEJUDHQVJP-UHFFFAOYSA-N 2-[1-[2,3,6-trimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Cl)C=C1Cl IRLMOEJUDHQVJP-UHFFFAOYSA-N 0.000 claims 1
• RKWXGLYEZZECCP-UHFFFAOYSA-N 2-[1-[2,5,6-trimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)N=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br RKWXGLYEZZECCP-UHFFFAOYSA-N 0.000 claims 1
• AMXNLDAZFJZGMT-UHFFFAOYSA-N 2-[1-[2,5,6-trimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)N=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br AMXNLDAZFJZGMT-UHFFFAOYSA-N 0.000 claims 1
• VLRSDFNGLBXMNU-UHFFFAOYSA-N 2-[1-[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)N=C(C)N=C2N1C1=C(C)C=C(C)C=C1C VLRSDFNGLBXMNU-UHFFFAOYSA-N 0.000 claims 1
• YJTCQDYNRHUDAP-UHFFFAOYSA-N 2-[1-[2,5-dimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]ethanol Chemical compound C12=NC(C)=NC(N3C(CCCC3)CCO)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br YJTCQDYNRHUDAP-UHFFFAOYSA-N 0.000 claims 1
• KIASWYODDFKBKU-UHFFFAOYSA-N 2-[1-[2,5-dimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br KIASWYODDFKBKU-UHFFFAOYSA-N 0.000 claims 1
• HCRNVYMYTHDKLA-UHFFFAOYSA-N 2-[1-[3,6-dimethyl-1-(2,4,5-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=CC(Br)=C(Br)C=C1Br HCRNVYMYTHDKLA-UHFFFAOYSA-N 0.000 claims 1
• RKLAXKYZDSYOTK-UHFFFAOYSA-N 2-[1-[3,6-dimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br RKLAXKYZDSYOTK-UHFFFAOYSA-N 0.000 claims 1
• ILJJYOWGUOTENT-UHFFFAOYSA-N 2-[1-[3,6-dimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br ILJJYOWGUOTENT-UHFFFAOYSA-N 0.000 claims 1
• RQAJQGUKZNIBBH-UHFFFAOYSA-N 2-[1-[3,6-dimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Cl)C=C1Cl RQAJQGUKZNIBBH-UHFFFAOYSA-N 0.000 claims 1
• VUMWBICYCFBKCQ-UHFFFAOYSA-N 2-[1-[3,6-dimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Cl)C=C1Cl VUMWBICYCFBKCQ-UHFFFAOYSA-N 0.000 claims 1
• YRXQCEGOYUTJPF-UHFFFAOYSA-N 2-[1-[3,6-dimethyl-1-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CC#N)CC3)=C2C(C)=C1 YRXQCEGOYUTJPF-UHFFFAOYSA-N 0.000 claims 1
• AXDCQCLOVCVTKV-UHFFFAOYSA-N 2-[1-[3,6-dimethyl-1-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]ethanol Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CCO)CC3)=C2C(C)=C1 AXDCQCLOVCVTKV-UHFFFAOYSA-N 0.000 claims 1
• VBBKNJZVABVJHD-UHFFFAOYSA-N 2-[1-[7-(2,6-dibromo-4-chlorophenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Br)C=C(Cl)C=C1Br VBBKNJZVABVJHD-UHFFFAOYSA-N 0.000 claims 1
• IAOXWGRAGULXQY-UHFFFAOYSA-N 2-[1-[7-(2,6-dibromo-4-chlorophenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound C12=NC(C)=NC(N3CCC(CCO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Cl)C=C1Br IAOXWGRAGULXQY-UHFFFAOYSA-N 0.000 claims 1
• VWKCUHRJYRYAST-UHFFFAOYSA-N 2-[1-[7-(2,6-dibromo-4-propan-2-ylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=C1 VWKCUHRJYRYAST-UHFFFAOYSA-N 0.000 claims 1
• BUZZMPZFKYXDQU-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dichlorophenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)N=C(C)N=C2N1C1=C(Cl)C=C(Br)C=C1Cl BUZZMPZFKYXDQU-UHFFFAOYSA-N 0.000 claims 1
• GZLIHLBBMYEXRZ-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dichlorophenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Br)C=C1Cl GZLIHLBBMYEXRZ-UHFFFAOYSA-N 0.000 claims 1
• BPPFPTRSIAYSTC-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-diethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CCC1=CC(Br)=CC(CC)=C1N1C2=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=C1C BPPFPTRSIAYSTC-UHFFFAOYSA-N 0.000 claims 1
• UNNSBRONFCPGBB-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-diethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]ethanol Chemical compound CCC1=CC(Br)=CC(CC)=C1N1C2=NC(C)=NC(N3C(CCCC3)CCO)=C2C(C)=C1 UNNSBRONFCPGBB-UHFFFAOYSA-N 0.000 claims 1
• CEIWJMBXBOEKJW-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-diethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CCC1=CC(Br)=CC(CC)=C1N1C2=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=C1 CEIWJMBXBOEKJW-UHFFFAOYSA-N 0.000 claims 1
• LGVQCNACBBBOFH-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3C(CCCC3)CC#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C LGVQCNACBBBOFH-UHFFFAOYSA-N 0.000 claims 1
• VRQSBKNNJXAXFN-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]ethanol Chemical compound CC1=C(C)C2=C(N3C(CCCC3)CCO)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C VRQSBKNNJXAXFN-UHFFFAOYSA-N 0.000 claims 1
• DCIGJCVMVNFKGF-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CC(CC#N)CCC3)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C DCIGJCVMVNFKGF-UHFFFAOYSA-N 0.000 claims 1
• SBKIGROTZRCHOY-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CC(CCO)CCC3)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C SBKIGROTZRCHOY-UHFFFAOYSA-N 0.000 claims 1
• BFMXVFZKPNCHRF-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C BFMXVFZKPNCHRF-UHFFFAOYSA-N 0.000 claims 1
• BYGRMCOTWHGVIX-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C BYGRMCOTWHGVIX-UHFFFAOYSA-N 0.000 claims 1
• XVYXNFGFICWKIU-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propanedinitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC3)C(C#N)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C XVYXNFGFICWKIU-UHFFFAOYSA-N 0.000 claims 1
• BMEIYMQIKFQHND-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CC(CC#N)CC3)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C BMEIYMQIKFQHND-UHFFFAOYSA-N 0.000 claims 1
• ZUQQDIOGDAJSLP-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]ethanol Chemical compound C12=NC(C)=NC(N3C(CCCC3)CCO)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C ZUQQDIOGDAJSLP-UHFFFAOYSA-N 0.000 claims 1
• RSMGNULKOVIOGQ-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CC(CC#N)CCC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C RSMGNULKOVIOGQ-UHFFFAOYSA-N 0.000 claims 1
• HRPAZYDJTDSTBU-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]ethanol Chemical compound C12=NC(C)=NC(N3CC(CCO)CCC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C HRPAZYDJTDSTBU-UHFFFAOYSA-N 0.000 claims 1
• IDEKLVUWBDUYCK-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C IDEKLVUWBDUYCK-UHFFFAOYSA-N 0.000 claims 1
• NBJBBEHPAHVHDQ-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propanedinitrile Chemical compound C12=NC(C)=NC(N3CCC(CC3)C(C#N)C#N)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C NBJBBEHPAHVHDQ-UHFFFAOYSA-N 0.000 claims 1
• UDUMEDISOKVQNY-UHFFFAOYSA-N 2-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CC(CC#N)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C UDUMEDISOKVQNY-UHFFFAOYSA-N 0.000 claims 1
• YSHJJVVADPYFAB-UHFFFAOYSA-N 2-[1-[7-(4-chloro-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(C)C=C(Cl)C=C1C YSHJJVVADPYFAB-UHFFFAOYSA-N 0.000 claims 1
• DSUVSYODJBHPMH-UHFFFAOYSA-N 2-[1-[7-(4-methoxy-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=C1C DSUVSYODJBHPMH-UHFFFAOYSA-N 0.000 claims 1
• USVBGGQLDJDZRY-UHFFFAOYSA-N 2-[1-[7-(4-methoxy-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=C1 USVBGGQLDJDZRY-UHFFFAOYSA-N 0.000 claims 1
• HGJZTNMEBDQHJN-UHFFFAOYSA-N 2-[1-[7-[2,6-dibromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]ethanol Chemical compound CC1=C(C)C2=C(N3C(CCCC3)CCO)N=C(C)N=C2N1C1=C(Br)C=C(C(F)(F)F)C=C1Br HGJZTNMEBDQHJN-UHFFFAOYSA-N 0.000 claims 1
• BSDGMIHPHLTYTK-UHFFFAOYSA-N 2-[1-[7-[2,6-dibromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CC(CC#N)CCC3)N=C(C)N=C2N1C1=C(Br)C=C(C(F)(F)F)C=C1Br BSDGMIHPHLTYTK-UHFFFAOYSA-N 0.000 claims 1
• YWXQKYPFAYTTSP-UHFFFAOYSA-N 2-[1-[7-[2,6-dibromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CC(CCO)CCC3)N=C(C)N=C2N1C1=C(Br)C=C(C(F)(F)F)C=C1Br YWXQKYPFAYTTSP-UHFFFAOYSA-N 0.000 claims 1
• YYKYYBBXYNRBGH-UHFFFAOYSA-N 2-[1-[7-[2,6-dibromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3CCC(CC#N)CC3)N=C(C)N=C2N1C1=C(Br)C=C(C(F)(F)F)C=C1Br YYKYYBBXYNRBGH-UHFFFAOYSA-N 0.000 claims 1
• GRRBTYGQIGVPJC-UHFFFAOYSA-N 2-[1-[7-[2,6-dibromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]ethanol Chemical compound CC1=C(C)C2=C(N3CCC(CCO)CC3)N=C(C)N=C2N1C1=C(Br)C=C(C(F)(F)F)C=C1Br GRRBTYGQIGVPJC-UHFFFAOYSA-N 0.000 claims 1
• RRKQWQUPKJONGE-UHFFFAOYSA-N 2-[1-[7-[2,6-dichloro-4-(trifluoromethyl)phenyl]-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3CCC(CC#N)CC3)=C2C(C)=CN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl RRKQWQUPKJONGE-UHFFFAOYSA-N 0.000 claims 1
• ZHIMULZROORLNF-UHFFFAOYSA-N 2-[8-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]-8-azabicyclo[3.2.1]octan-3-yl]acetonitrile Chemical compound CC1=C(C)C2=C(N3C4CCC3CC(CC#N)C4)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C ZHIMULZROORLNF-UHFFFAOYSA-N 0.000 claims 1
• STJNNYXYVTWQLH-UHFFFAOYSA-N 2-[8-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]-8-azabicyclo[3.2.1]octan-3-yl]acetonitrile Chemical compound C12=NC(C)=NC(N3C4CCC3CC(CC#N)C4)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C STJNNYXYVTWQLH-UHFFFAOYSA-N 0.000 claims 1
• SMHORIXQSMDYEY-UHFFFAOYSA-N 2-ethylheptanenitrile Chemical compound CCCCCC(CC)C#N SMHORIXQSMDYEY-UHFFFAOYSA-N 0.000 claims 1
• FEADYEYJFUIHRP-UHFFFAOYSA-N 3-[1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl FEADYEYJFUIHRP-UHFFFAOYSA-N 0.000 claims 1
• IEWFBPWSCDZIKV-UHFFFAOYSA-N 3-[1-[1-(2,6-dibromo-4-chlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Cl)C=C1Br IEWFBPWSCDZIKV-UHFFFAOYSA-N 0.000 claims 1
• HKSMCKUUFYDQJA-UHFFFAOYSA-N 3-[1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=C1C HKSMCKUUFYDQJA-UHFFFAOYSA-N 0.000 claims 1
• XYYCJFIUMJEPEN-UHFFFAOYSA-N 3-[1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=C1 XYYCJFIUMJEPEN-UHFFFAOYSA-N 0.000 claims 1
• VXPOTGOWGMWJLH-UHFFFAOYSA-N 3-[1-[1-(4-bromo-2,6-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Br)C=C1Cl VXPOTGOWGMWJLH-UHFFFAOYSA-N 0.000 claims 1
• SBGUYPIMNLAHJV-UHFFFAOYSA-N 3-[1-[1-(4-bromo-2,6-dichlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Br)C=C1Cl SBGUYPIMNLAHJV-UHFFFAOYSA-N 0.000 claims 1
• ROWOKQVGKGNFBY-UHFFFAOYSA-N 3-[1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C ROWOKQVGKGNFBY-UHFFFAOYSA-N 0.000 claims 1
• GRHHRQUVYIGYAQ-UHFFFAOYSA-N 3-[1-[1-(4-chloro-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)C=C(C)N=C2N1C1=C(C)C=C(Cl)C=C1C GRHHRQUVYIGYAQ-UHFFFAOYSA-N 0.000 claims 1
• BNVDDFDPXVBXCI-UHFFFAOYSA-N 3-[1-[1-(4-chloro-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(C)C=C(Cl)C=C1C BNVDDFDPXVBXCI-UHFFFAOYSA-N 0.000 claims 1
• JUZUOCKWRCFCNO-UHFFFAOYSA-N 3-[1-[1-(4-methoxy-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=C1C JUZUOCKWRCFCNO-UHFFFAOYSA-N 0.000 claims 1
• PFISKAHVVLQOCP-UHFFFAOYSA-N 3-[1-[1-(4-methoxy-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=C1 PFISKAHVVLQOCP-UHFFFAOYSA-N 0.000 claims 1
• QPMCMICOEDQQRD-UHFFFAOYSA-N 3-[1-[2,3,6-trimethyl-1-(2,4,5-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)C=C(C)N=C2N1C1=CC(Br)=C(Br)C=C1Br QPMCMICOEDQQRD-UHFFFAOYSA-N 0.000 claims 1
• FRDWBELBESRSHY-UHFFFAOYSA-N 3-[1-[2,3,6-trimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)C=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br FRDWBELBESRSHY-UHFFFAOYSA-N 0.000 claims 1
• HOADZJNKZIJGRQ-UHFFFAOYSA-N 3-[1-[2,3,6-trimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Cl)C=C1Cl HOADZJNKZIJGRQ-UHFFFAOYSA-N 0.000 claims 1
• XKIQMKSPWUPKPD-UHFFFAOYSA-N 3-[1-[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)N=C(C)N=C2N1C1=C(C)C=C(C)C=C1C XKIQMKSPWUPKPD-UHFFFAOYSA-N 0.000 claims 1
• NDMQYMKIYSRZDQ-UHFFFAOYSA-N 3-[1-[2,5-dimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=NC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br NDMQYMKIYSRZDQ-UHFFFAOYSA-N 0.000 claims 1
• MPCBGGOLEYNYHR-UHFFFAOYSA-N 3-[1-[2,5-dimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=NC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(C)C=C(C)C=C1C MPCBGGOLEYNYHR-UHFFFAOYSA-N 0.000 claims 1
• FDQSUGZGFFEHHG-UHFFFAOYSA-N 3-[1-[3,6-dimethyl-1-(2,4,5-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=CC(Br)=C(Br)C=C1Br FDQSUGZGFFEHHG-UHFFFAOYSA-N 0.000 claims 1
• WLDFSJVHDDKJTJ-UHFFFAOYSA-N 3-[1-[3,6-dimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br WLDFSJVHDDKJTJ-UHFFFAOYSA-N 0.000 claims 1
• QRWLZSDQJSKTSD-UHFFFAOYSA-N 3-[1-[3,6-dimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Cl)C=C1Cl QRWLZSDQJSKTSD-UHFFFAOYSA-N 0.000 claims 1
• UOXLUYHPSRZJMR-UHFFFAOYSA-N 3-[1-[3,6-dimethyl-1-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CCCO)CC3)=C2C(C)=C1 UOXLUYHPSRZJMR-UHFFFAOYSA-N 0.000 claims 1
• GTOLYUNLTZAJJN-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dichlorophenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)N=C(C)N=C2N1C1=C(Cl)C=C(Br)C=C1Cl GTOLYUNLTZAJJN-UHFFFAOYSA-N 0.000 claims 1
• HQVDDJHMJUWWJV-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dichlorophenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=NC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Br)C=C1Cl HQVDDJHMJUWWJV-UHFFFAOYSA-N 0.000 claims 1
• CGLRWVUXLUKWNZ-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3C(CCCC3)CCCO)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C CGLRWVUXLUKWNZ-UHFFFAOYSA-N 0.000 claims 1
• FSSONNILWZXAFK-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]propanenitrile Chemical compound CC1=C(C)C2=C(N3CC(CCC#N)CCC3)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C FSSONNILWZXAFK-UHFFFAOYSA-N 0.000 claims 1
• ZURQHQSDGDMGIP-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C ZURQHQSDGDMGIP-UHFFFAOYSA-N 0.000 claims 1
• FJKQWYDIONXNDS-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-2-yl]propan-1-ol Chemical compound C12=NC(C)=NC(N3C(CCCC3)CCCO)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C FJKQWYDIONXNDS-UHFFFAOYSA-N 0.000 claims 1
• VRWQAKJAXJQUEH-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]propanenitrile Chemical compound C12=NC(C)=NC(N3CC(CCC#N)CCC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C VRWQAKJAXJQUEH-UHFFFAOYSA-N 0.000 claims 1
• OTHNBQASUOXLTK-UHFFFAOYSA-N 3-[1-[7-(4-bromo-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound C12=NC(C)=NC(N3CCC(CCCO)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C OTHNBQASUOXLTK-UHFFFAOYSA-N 0.000 claims 1
• CVYGPGBFULYIBF-UHFFFAOYSA-N 3-[1-[7-(4-chloro-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)N=C(C)N=C2N1C1=C(C)C=C(Cl)C=C1C CVYGPGBFULYIBF-UHFFFAOYSA-N 0.000 claims 1
• TZRUVCBXTKFGOM-UHFFFAOYSA-N 3-[1-[7-[2,6-dibromo-4-(trifluoromethyl)phenyl]-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]propan-1-ol Chemical compound CC1=C(C)C2=C(N3CCC(CCCO)CC3)N=C(C)N=C2N1C1=C(Br)C=C(C(F)(F)F)C=C1Br TZRUVCBXTKFGOM-UHFFFAOYSA-N 0.000 claims 1
• LCXFXRNWKCQAFX-UHFFFAOYSA-N 8-[7-(4-bromo-2,6-dimethylphenyl)-2,5,6-trimethylpyrrolo[2,3-d]pyrimidin-4-yl]-8-azabicyclo[3.2.1]octane-3-carbonitrile Chemical compound CC1=C(C)C2=C(N3C4CCC3CC(C4)C#N)N=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C LCXFXRNWKCQAFX-UHFFFAOYSA-N 0.000 claims 1
• DXISBZGRQMNKTD-UHFFFAOYSA-N [1-[1-(2,4-dibromophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=CC=C(Br)C=C1Br DXISBZGRQMNKTD-UHFFFAOYSA-N 0.000 claims 1
• VGFSUDRLTBYCSA-UHFFFAOYSA-N [1-[1-(2,4-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)C=C(C)N=C2N1C1=CC=C(Cl)C=C1Cl VGFSUDRLTBYCSA-UHFFFAOYSA-N 0.000 claims 1
• HSXYJQODTSOICO-UHFFFAOYSA-N [1-[1-(2,6-dibromo-4-chlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)C=C(C)N=C2N1C1=C(Br)C=C(Cl)C=C1Br HSXYJQODTSOICO-UHFFFAOYSA-N 0.000 claims 1
• HNXWPOGYMDAGMO-UHFFFAOYSA-N [1-[1-(2,6-dibromo-4-chlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Cl)C=C1Br HNXWPOGYMDAGMO-UHFFFAOYSA-N 0.000 claims 1
• DGNSQMCSKOSKHH-UHFFFAOYSA-N [1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=C1C DGNSQMCSKOSKHH-UHFFFAOYSA-N 0.000 claims 1
• WIZYEKLPDTXEMO-UHFFFAOYSA-N [1-[1-(2,6-dibromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound BrC1=CC(C(C)C)=CC(Br)=C1N1C2=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=C1 WIZYEKLPDTXEMO-UHFFFAOYSA-N 0.000 claims 1
• ORZYPLWVVWMVLC-UHFFFAOYSA-N [1-[1-(2-bromo-4-propan-2-ylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound BrC1=CC(C(C)C)=CC=C1N1C2=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=C1 ORZYPLWVVWMVLC-UHFFFAOYSA-N 0.000 claims 1
• ODEROEGXIJASGA-UHFFFAOYSA-N [1-[1-(4-bromo-2,6-dichlorophenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Br)C=C1Cl ODEROEGXIJASGA-UHFFFAOYSA-N 0.000 claims 1
• LPSOJDRMKBVCMM-UHFFFAOYSA-N [1-[1-(4-bromo-2,6-dichlorophenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Br)C=C1Cl LPSOJDRMKBVCMM-UHFFFAOYSA-N 0.000 claims 1
• YTCPIDKIFREQKP-UHFFFAOYSA-N [1-[1-(4-bromo-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)C=C(C)N=C2N1C1=C(C)C=C(Br)C=C1C YTCPIDKIFREQKP-UHFFFAOYSA-N 0.000 claims 1
• UPGIIZSFUUSEPP-UHFFFAOYSA-N [1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(C)C=C(Br)C=C1C UPGIIZSFUUSEPP-UHFFFAOYSA-N 0.000 claims 1
• MXFGWLOXRIRZIS-UHFFFAOYSA-N [1-[1-(4-bromo-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methyl 2-methoxyacetate Chemical compound C1CC(COC(=O)COC)CCN1C1=CC(C)=NC2=C1C(C)=CN2C1=C(C)C=C(Br)C=C1C MXFGWLOXRIRZIS-UHFFFAOYSA-N 0.000 claims 1
• OYDLSBGGGHVXRJ-UHFFFAOYSA-N [1-[1-(4-chloro-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)C=C(C)N=C2N1C1=C(C)C=C(Cl)C=C1C OYDLSBGGGHVXRJ-UHFFFAOYSA-N 0.000 claims 1
• HAABQRLWNBXCTF-UHFFFAOYSA-N [1-[1-(4-methoxy-2,6-dimethylphenyl)-2,3,6-trimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=C1C HAABQRLWNBXCTF-UHFFFAOYSA-N 0.000 claims 1
• SJVSFUWXJVNDRG-UHFFFAOYSA-N [1-[1-(4-methoxy-2,6-dimethylphenyl)-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=CC(OC)=CC(C)=C1N1C2=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=C1 SJVSFUWXJVNDRG-UHFFFAOYSA-N 0.000 claims 1
• QLHXEAIYRSWCMS-UHFFFAOYSA-N [1-[1-[2-bromo-4-(trifluoromethyl)phenyl]-3,6-dimethylpyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=CC=C(C(F)(F)F)C=C1Br QLHXEAIYRSWCMS-UHFFFAOYSA-N 0.000 claims 1
• QZMIOIAZZKLUGZ-UHFFFAOYSA-N [1-[2,3,6-trimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)C=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br QZMIOIAZZKLUGZ-UHFFFAOYSA-N 0.000 claims 1
• MPNAGMHOOMKBNU-UHFFFAOYSA-N [1-[2,3,6-trimethyl-1-(2,4,6-trichlorophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)C=C(C)N=C2N1C1=C(Cl)C=C(Cl)C=C1Cl MPNAGMHOOMKBNU-UHFFFAOYSA-N 0.000 claims 1
• WUKOOFZOYGPFGU-UHFFFAOYSA-N [1-[2,5,6-trimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)N=C(C)N=C2N1C1=C(Br)C=C(Br)C=C1Br WUKOOFZOYGPFGU-UHFFFAOYSA-N 0.000 claims 1
• DJPHSVXYOFIYRR-UHFFFAOYSA-N [1-[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methanol Chemical compound CC1=C(C)C2=C(N3CCC(CO)CC3)N=C(C)N=C2N1C1=C(C)C=C(C)C=C1C DJPHSVXYOFIYRR-UHFFFAOYSA-N 0.000 claims 1
• KIPGNFGLNFKFIW-UHFFFAOYSA-N [1-[2,5-dimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-3-yl]methanol Chemical compound C12=NC(C)=NC(N3CC(CO)CCC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br KIPGNFGLNFKFIW-UHFFFAOYSA-N 0.000 claims 1
• APPUHMBXXALEGM-UHFFFAOYSA-N [1-[2,5-dimethyl-7-(2,4,6-tribromophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=NC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br APPUHMBXXALEGM-UHFFFAOYSA-N 0.000 claims 1
• KMDPBPAIOYJBTO-UHFFFAOYSA-N [1-[2,5-dimethyl-7-(2,4,6-trichlorophenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=NC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(Cl)C=C(Cl)C=C1Cl KMDPBPAIOYJBTO-UHFFFAOYSA-N 0.000 claims 1
• PBSAYKWRSATVPH-UHFFFAOYSA-N [1-[2,5-dimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=NC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(C)C=C(C)C=C1C PBSAYKWRSATVPH-UHFFFAOYSA-N 0.000 claims 1
• KOVIBIJQEQXRTA-UHFFFAOYSA-N [1-[2,5-dimethyl-7-(2-methylsulfanyl-4-propan-2-ylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]piperidin-4-yl]methanol Chemical compound CSC1=CC(C(C)C)=CC=C1N1C2=NC(C)=NC(N3CCC(CO)CC3)=C2C(C)=C1 KOVIBIJQEQXRTA-UHFFFAOYSA-N 0.000 claims 1
• WVTKUVAKUUOIBO-UHFFFAOYSA-N [1-[2-methyl-9-(2,4,6-trimethylphenyl)pyrimido[4,5-b]indol-4-yl]piperidin-4-yl]methanol Chemical compound CC1=CC(C)=CC(C)=C1N1C2=NC(C)=NC(N3CCC(CO)CC3)=C2C2=CC=CC=C21 WVTKUVAKUUOIBO-UHFFFAOYSA-N 0.000 claims 1
• IADACYPZPUVLPE-UHFFFAOYSA-N [1-[3,6-dimethyl-1-(2,4,5-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=CC(Br)=C(Br)C=C1Br IADACYPZPUVLPE-UHFFFAOYSA-N 0.000 claims 1
• NOQPQNFFKQYEDI-UHFFFAOYSA-N [1-[3,6-dimethyl-1-(2,4,6-tribromophenyl)pyrrolo[2,3-b]pyridin-4-yl]piperidin-4-yl]methanol Chemical compound C12=NC(C)=CC(N3CCC(CO)CC3)=C2C(C)=CN1C1=C(Br)C=C(Br)C=C1Br NOQPQNFFKQYEDI-UHFFFAOYSA-N 0.000 claims 1
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