1-苄基-4-(4-甲基苯基)四氢吡啶合成路线 (共 11 条)
反应条件
tetrabutyl ammonium fluoride; tris(dibenzylideneacetone)dipalladium(0) chloroform complex in tetrahydrofuran T=20°C;
参考文献
JANSSEN PHARMACEUTICA N.V.
Patent: WO2008/79255 A1, 2008 ;
Location in patent: Page/Page column 19-22 ;
反应条件
tetrabutyl ammonium fluoride; biphenyl-2-yl-di-tert-butyl-phosphane; palladium(II) bromide in tetrahydrofuran T=50°C;
参考文献
JANSSEN PHARMACEUTICA N.V.
Patent: WO2008/79255 A1, 2008 ;
Location in patent: Page/Page column 28-29 ;
反应条件
tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; water T=50°C; 1 h;
参考文献
Tsukamoto, Hirokazu; Kondo, Yoshinori
Angewandte Chemie - International Edition, 2008 , vol. 47, # 26 p. 4851 - 4854
反应条件
tetrakis(triphenylphosphine) palladium(0); thallium(I) hydroxide; lithium bromide in tetrahydrofuran; water T=20°C; Suzuki cross-coupling reaction; 48 h; Inert atmosphere;
参考文献
Spivey, Alan C.; Martin, Laetitia J.; Tseng, Chih-Chung; Ellames, George J.; Kohler, Andrew D.
Organic and Biomolecular Chemistry, 2008 , vol. 6, # 22 p. 4093 - 4095
反应条件
methanesulfonic acid in toluene 4 h; Reflux;
参考文献
Conway, Richard J.; Valant, Celine; Christopoulos, Arthur; Robertson, Alan D.; Capuano, Ben; Crosby, Ian T.
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 7 p. 2560 - 2564
反应条件
1: 1-Phenylmethyl-piperidin-4-one With tris-(dibenzylideneacetone)dipalladium(0); toluene-4-sulfonic acid hydrazide; lithium tert-butylate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl in 1,4-dioxane 0.0166667 h; Inert atmosphere; 2: 4-methyl-chlorobenzene in 1,4-dioxane T=110°C; 5 h; Inert atmosphere;
参考文献
Barluenga, Jose; Tomas-Gamasa, Maria; Moriel, Patricia; Aznar, Fernando; Valdes, Carlos
Chemistry - A European Journal, 2008 , vol. 14, # 16 p. 4792 - 4795
反应条件
1: 1-Phenylmethyl-piperidin-4-one With tris-(dibenzylideneacetone)dipalladium(0); toluene-4-sulfonic acid hydrazide; lithium tert-butylate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl in 1,4-dioxane 0.0166667 h; Inert atmosphere; 2: para-bromotoluene in 1,4-dioxane T=110°C; Inert atmosphere;
参考文献
Barluenga, Jose; Tomas-Gamasa, Maria; Moriel, Patricia; Aznar, Fernando; Valdes, Carlos
Chemistry - A European Journal, 2008 , vol. 14, # 16 p. 4792 - 4795
反应条件
hydrogenchloride; formaldehyd; [14C]-N-Benzylamine hydrochloride
参考文献
Schmidle; Mansfield
Journal of the American Chemical Society, 1956 , vol. 78, p. 425,426
参考文献
Hoffmann-La Roche Inc.
Patent: US6051712 A1, 2000 ;
US 6051712 A
反应条件
1.1: iodine; magnesium / tetrahydrofuran / Inert atmosphere; Reflux 1.2: 3 h / 20 °C / Inert atmosphere; Cooling with ice 2.1: methanesulfonic acid / toluene / 4 h / Reflux View Scheme
参考文献
Conway, Richard J.; Valant, Celine; Christopoulos, Arthur; Robertson, Alan D.; Capuano, Ben; Crosby, Ian T.
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 7 p. 2560 - 2564