4-(2-吡啶基)-苯甲醛合成路线 (共 28 条)
反应条件
tetrakis(triphenylphosphine) palladium(0); potassium carbonate in 1,4-dioxane; water Suzuki coupling; 8 h; Reflux;
参考文献
Vandromme, Lucie; Reissig, Hans-Ulrich; Groeper, Susie; Rabe, Juergen P.
European Journal of Organic Chemistry, 2008 , # 12 p. 2049 - 2055
反应条件
1: 4-bromo-benzaldehyde dimethyl acetal With iodine; magnesium in tetrahydrofuran T=30 - 35°C; 2 h; 2: 2-bromo-pyridine With tetrakis(triphenylphosphine) palladium(0); zinc(II) chloride in tetrahydrofuran; toluene T=50°C; 2.5 h; 3: With hydrogenchloride; ammonia; water Conversion of starting material; more than 3 stages;
参考文献
Euticals Prime European Therapeutical SpA
Patent: US6765097 B1, 2004 ;
Location in patent: Page column 7-8 ;
反应条件
1: 4-bromo-benzaldehyde dimethyl acetal With iodine; magnesium in tetrahydrofuran T=30 - 35°C; 2.5 h; 2: alpha-chloropyridine With 1,4-di(diphenylphosphino)-butane; palladium diacetate; zinc(II) chloride in tetrahydrofuran T=70°C; 3.5 h; Conversion of starting material;
参考文献
Euticals Prime European Therapeutical SpA
Patent: US6765097 B1, 2004 ;
Location in patent: Page column 13 ;
反应条件
1: 4-bromobenzaldehyde 2,2-dimethylpropane-1,3-diol acetal With iodine; magnesium in tetrahydrofuran T=30 - 35°C; 2 h; 2: 2-bromo-pyridine With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; toluene T=50°C; 2.5 h; 3: With water Acidic aqueous solution; Conversion of starting material;
参考文献
Euticals Prime European Therapeutical SpA
Patent: US6765097 B1, 2004 ;
Location in patent: Page column 9 ;
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in ethylene glycol dimethyl ether T=80°C; Suzuki-Miyaura reaction; 10 h;
参考文献
Nogami, Hiroyuki; Kanai, Motomu; Shibasaki, Masakatsu
Chemical and Pharmaceutical Bulletin, 2003 , vol. 51, # 6 p. 702 - 709
反应条件
1: alpha-chloropyridine With zinc(II) chloride in tetrahydrofuran 0.5 h; Inert atmosphereIndustry scale; 2: bromo[4-(dimethoxymethyl)phenyl]magnesium With Pd(1,2-bis(diphenylphosphino)ethane)Cl2 in tetrahydrofuran T=35 - 40°C; 1 h; 3: With hydrogenchloride; water in tetrahydrofuran; toluene 1.33333 h; Product distribution / selectivity;
参考文献
WO2010/149356 A1, ;
Page/Page column 14 ;
反应条件
1: 4-bromo-benzaldehyde With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=20°C; Negishi coupling reaction; 0.5 h; 2: pyridin-2-ylzinc bromide in tetrahydrofuran T=65°C; Negishi coupling reaction; 1 h;
参考文献
Coleridge, Brian M.; Bello, Charles S.; Ellenberger, David H.; Leitner, Andreas
Tetrahedron Letters, 2010 , vol. 51, # 2 p. 357 - 359
反应条件
water Acidic aqueous solution; Conversion of starting material;
参考文献
Euticals Prime European Therapeutical SpA
Patent: US6765097 B1, 2004 ;
Location in patent: Page column 9 ;
反应条件
NiBr2bipy; tetra-n-butylammonium tetrafluoroborate in N,N-dimethyl-formamide Ambient temperatureelectrolysis;
参考文献
Gosmini, Corinne; Lasry, Sarah; Nedelec, Jean-Yves; Perichon, Jacques
Tetrahedron, 1998 , vol. 54, # 7 p. 1289 - 1298
反应条件
tetrakis(triphenylphosphine) palladium(0) in toluene T=100°C; 36 h; Inert atmosphere;
参考文献
Organic and Biomolecular Chemistry, , vol. 12, # 2 p. 286 - 297