4-((三甲基甲硅烷基)乙炔)吡啶合成路线 (共 10 条)
反应条件
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine in tetrahydrofuran T=20°C; Sonogashira coupling; 72 h;
参考文献
Wyeth
Patent: US2007/4730 A1, 2007 ;
Location in patent: Page/Page column 11 ;
US 20070004730 A1
反应条件
Sonogashira coupling;
参考文献
Chanteau, Stephanie H.; Tour, James M.
Tetrahedron Letters, 2001 , vol. 42, # 17 p. 3057 - 3060
反应条件
copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran 10 h; Ambient temperature;
参考文献
Suffert, Jean; Ziessel, Raymond
Tetrahedron Letters, 1991 , vol. 32, # 6 p. 757 - 760
反应条件
1: trimethylsilylacetylene With n-butyllithium in tetrahydrofuran; hexane T=0°C; 2: With zinc dibromide in tetrahydrofuran; hexane T=0°C; 3: 4-pyridinecarbonitrile With n-tridecane; [NiCl2(PMe3)2] in tetrahydrofuran T=65°C; 20 h; Further stages.;
参考文献
Penney, Jonathan M.; Miller, Joseph A.
Tetrahedron Letters, 2004 , vol. 45, # 25 p. 4989 - 4992
反应条件
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine in acetonitrile T=120°C; Sonogashira Cross-Coupling; 0.75 h; Microwave irradiation;
参考文献
Desai, Bimbisar; Dixon, Karen; Farrant, Elizabeth; Feng, Qixing; Gibson, Karl R.; Van Hoorn, Willem P.; Mills, James; Morgan, Trevor; Parry, David M.; Ramjee, Manoj K.; Selway, Christopher N.; Tarver, Gary J.; Whitlock, Gavin; Wright, Adrian G.
Journal of Medicinal Chemistry, 2013 , vol. 56, # 7 p. 3033 - 3047
反应条件
1: tetrafluoroboric acid; sodium nitrite / -10 °C 2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere View Scheme
参考文献
Bartucci, Matthew A.; Wierzbicki, Patrycja M.; Gwengo, Chengeto; Shajan, Sunny; Hussain, Syed H.; Ciszek, Jacob W.
Tetrahedron Letters, 2010 , vol. 51, # 52 p. 6839 - 6842
反应条件
potassium hydroxide in methanol; dichloromethane 2 h;
参考文献
Xu, Dan; Zhu, Wei; An, Qi; Li, Weina; Li, Xuesong; Yang, Haowei; Yin, Jinxiang; Li, Guangtao
Chemical Communications, 2012 , vol. 48, # 29 p. 3494 - 3496
反应条件
anhydrous potassium trimethylsilanolate in tetrahydrofuran T=25 - 30°C; 1 h;
参考文献
WO2003/91226 A1, ;
Page/Page column 49 ;
WO 03/091226 A1
反应条件
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine
T=20°C; 5 h; Inert atmosphere;
参考文献
Moreno-Garcia, Pavel; Gulcur, Murat; Manrique, David Zsolt; Pope, Thomas; Hong, Wenjing; Kaliginedi, Veerabhadrarao; Huang, Cancan; Batsanov, Andrei S.; Bryce, Martin R.; Lambert, Colin; Wandlowski, Thomas
Journal of the American Chemical Society, 2013 , vol. 135, # 33 p. 12228 - 12240
反应条件
1: 0.78 g / K2CO3; MeOH / 1.5 h / 20 °C
2: 80 percent / CuI; Et3N / PdCl2(PPh3)2 / 2 h / Heating
View Scheme
参考文献
Richardson, Christopher; Reed, Christopher A.
Journal of Organic Chemistry, 2007 , vol. 72, # 13 p. 4750 - 4755