JP2012522051A5 - - Google Patents
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- Publication number
- JP2012522051A5 JP2012522051A5 JP2012503472A JP2012503472A JP2012522051A5 JP 2012522051 A5 JP2012522051 A5 JP 2012522051A5 JP 2012503472 A JP2012503472 A JP 2012503472A JP 2012503472 A JP2012503472 A JP 2012503472A JP 2012522051 A5 JP2012522051 A5 JP 2012522051A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- alkyl
- compound
- sulfonate
- halo
- Prior art date
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims 15
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 14
- 238000000034 method Methods 0.000 claims 11
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 9
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 150000008052 alkyl sulfonates Chemical class 0.000 claims 6
- 239000003054 catalyst Substances 0.000 claims 6
- -1 chloro, bromo, iodo Chemical group 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 4
- 229910052723 transition metal Inorganic materials 0.000 claims 4
- 150000003624 transition metals Chemical class 0.000 claims 4
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 229910052759 nickel Inorganic materials 0.000 claims 3
- 229910052763 palladium Inorganic materials 0.000 claims 3
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- NXQGGXCHGDYOHB-UHFFFAOYSA-L cyclopenta-1,4-dien-1-yl(diphenyl)phosphane;dichloropalladium;iron(2+) Chemical compound [Fe+2].Cl[Pd]Cl.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 NXQGGXCHGDYOHB-UHFFFAOYSA-L 0.000 claims 2
- 239000012217 radiopharmaceutical Substances 0.000 claims 2
- 229940121896 radiopharmaceutical Drugs 0.000 claims 2
- 230000002799 radiopharmaceutical effect Effects 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 claims 1
- PQMCFTMVQORYJC-PHDIDXHHSA-N (1r,2r)-2-aminocyclohexan-1-ol Chemical compound N[C@@H]1CCCC[C@H]1O PQMCFTMVQORYJC-PHDIDXHHSA-N 0.000 claims 1
- KZPYGQFFRCFCPP-UHFFFAOYSA-N 1,1'-bis(diphenylphosphino)ferrocene Chemical compound [Fe+2].C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1 KZPYGQFFRCFCPP-UHFFFAOYSA-N 0.000 claims 1
- VYCIHDBIKGRENI-UHFFFAOYSA-N 1,3-bis[2,6-di(propan-2-yl)phenyl]-2h-imidazol-1-ium-2-ide Chemical group CC(C)C1=CC=CC(C(C)C)=C1N1C=CN(C=2C(=CC=CC=2C(C)C)C(C)C)[C]1 VYCIHDBIKGRENI-UHFFFAOYSA-N 0.000 claims 1
- PQMCFTMVQORYJC-UHFFFAOYSA-N 2-aminocyclohexan-1-ol Chemical compound NC1CCCCC1O PQMCFTMVQORYJC-UHFFFAOYSA-N 0.000 claims 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- HVVNJUAVDAZWCB-YFKPBYRVSA-N [(2s)-pyrrolidin-2-yl]methanol Chemical compound OC[C@@H]1CCCN1 HVVNJUAVDAZWCB-YFKPBYRVSA-N 0.000 claims 1
- 150000001414 amino alcohols Chemical class 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 229910052796 boron Inorganic materials 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000002346 iodo group Chemical group I* 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 230000008685 targeting Effects 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16496409P | 2009-03-31 | 2009-03-31 | |
| GB0905515.3 | 2009-03-31 | ||
| GBGB0905515.3A GB0905515D0 (en) | 2009-03-31 | 2009-03-31 | Radiolabelling methods |
| US61/164,964 | 2009-03-31 | ||
| PCT/US2010/027278 WO2010117557A1 (en) | 2009-03-31 | 2010-03-15 | Radiolabelling methods |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012522051A JP2012522051A (ja) | 2012-09-20 |
| JP2012522051A5 true JP2012522051A5 (enExample) | 2013-05-02 |
Family
ID=40672014
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012503472A Pending JP2012522051A (ja) | 2009-03-31 | 2010-03-15 | 放射性標識方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20120004404A1 (enExample) |
| EP (1) | EP2414308A1 (enExample) |
| JP (1) | JP2012522051A (enExample) |
| CN (1) | CN102369172A (enExample) |
| GB (1) | GB0905515D0 (enExample) |
| WO (1) | WO2010117557A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014194169A1 (en) * | 2013-05-31 | 2014-12-04 | The General Hospital Corporation | Radiosynthesis of tau radiopharmaceuticals |
| CN107628926B (zh) * | 2017-09-29 | 2020-07-28 | 四川理工学院 | 一种单氟乙基取代芳香化合物的制备方法 |
| CN113769121B (zh) * | 2020-09-18 | 2022-10-28 | 中国原子能科学研究院 | 针对冠状病毒或流感病毒引发疾病的放射性治疗药物及其制备方法 |
| WO2024254253A2 (en) * | 2023-06-07 | 2024-12-12 | University Of Pittsburgh - Of The Commonwealth System Of Higher Education | Boronic acid mediated cellular delivery of therapeutic oligonucleotides |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0222426D0 (en) | 2002-09-27 | 2002-11-06 | Imaging Res Solutions Ltd | Chemical process |
| GB0305704D0 (en) * | 2003-03-13 | 2003-04-16 | Amersham Plc | Radiofluorination methods |
| GB0422004D0 (en) * | 2004-10-05 | 2004-11-03 | Amersham Plc | Method of deprotection |
| JP4940721B2 (ja) * | 2005-03-30 | 2012-05-30 | 東ソー株式会社 | 触媒組成物及びそれを用いたクロスカップリング化合物の製造方法 |
| US8288604B2 (en) * | 2006-08-25 | 2012-10-16 | Gifu University | Method of rapid methylation, kit for preparing PET tracer and method of producing PET tracer |
| EP2164324B1 (en) * | 2007-06-15 | 2014-08-13 | University Of Florida Research Foundation | Therapeutic compounds |
-
2009
- 2009-03-31 GB GBGB0905515.3A patent/GB0905515D0/en not_active Ceased
-
2010
- 2010-03-15 CN CN2010800157775A patent/CN102369172A/zh active Pending
- 2010-03-15 US US13/256,483 patent/US20120004404A1/en not_active Abandoned
- 2010-03-15 EP EP10713279A patent/EP2414308A1/en not_active Withdrawn
- 2010-03-15 WO PCT/US2010/027278 patent/WO2010117557A1/en not_active Ceased
- 2010-03-15 JP JP2012503472A patent/JP2012522051A/ja active Pending
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