4-(2-吡啶基)-苯甲酸甲酯合成路线 (共 31 条)
反应条件
1: 2-hydroxy-pyridine With potassium carbonate; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate in 1,4-dioxane
T=100°C; 3 h; Inert atmosphere;
2: (4-methoxycarbonylphenyl)-boronic acid With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane; water
T=100°C; Suzuki-Miyaura coupling; Inert atmosphere;
参考文献
Li, Shui-Ming; Huang, Jie; Chen, Guo-Jun; Han, Fu-She
Chemical Communications, 2011 , vol. 47, # 48 p. 12840 - 12842
反应条件
copper(l) iodide; [PdCl2(1,3-bis(diphenylphosphino)propane)] in N,N-dimethyl-formamide
T=80°C; 21 h; Inert atmosphere;
参考文献
Yamamoto, Yasunori; Sugai, Juugaku; Takizawa, Miho; Miyaura, Norio
Organic Syntheses, 2012 , vol. 88, p. 79 - 86
反应条件
1: 4-chlorobenzoic acid methyl ester With 3-chloroprop-1-ene; trifluoroacetic acid; zinc; Co(2,2'-bipyridine)Br2 in pyridine; N-dodecane; acetonitrile
T=50°C; 3 h;
2: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride in pyridine; N-dodecane; acetonitrile
T=50°C; Negishi coupling; 3 h;
参考文献
Kazmierski, Igor; Gosmini, Corinne; Paris, Jean-Marc; Perichon, Jacques
Synlett, 2006 , # 6 p. 881 - 884
反应条件
tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; silver(l) oxide in tetrahydrofuran; N,N-dimethyl-formamide
T=90°C; 18 h;
参考文献
Napier, Spencer; Marcuccio, Sebastian M.; Tye, Heather; Whittaker, Mark
Tetrahedron Letters, 2008 , vol. 49, # 44 p. 6314 - 6315
反应条件
copper(I) oxide; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; palladium dichloride in N,N-dimethyl acetamide
T=150°C; 24 h; Inert atmosphereMolecular sieve;
参考文献
Li, Xinjian; Zou, Dapeng; Leng, Faqiang; Sun, Chunxia; Li, Jingya; Wu, Yangjie; Wu, Yusheng
Chemical Communications, 2013 , vol. 49, # 3 p. 312 - 314
反应条件
bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran
Heating;
参考文献
Bailey, Thomas R.
Tetrahedron Letters, 1986 , vol. 27, # 37 p. 4407 - 4410
反应条件
1: 74 percent / K2CO3; t-Bu3P*HBF4; Pd(OAc)4 / toluene / 110 °C
2: 87 percent / HCOONH4; Pd/C / methanol / 20 °C
View Scheme
参考文献
Campeau, Louis-Charles; Rousseaux, Sophie; Fagnou, Keith
Journal of the American Chemical Society, 2005 , vol. 127, # 51 p. 18020 - 18021
反应条件
1: 74 percent / K2CO3; t-Bu3P*HBF4; Pd(OAc)4 / toluene / 110 °C
2: 87 percent / HCOONH4; Pd/C / methanol / 20 °C
View Scheme
参考文献
Campeau, Louis-Charles; Rousseaux, Sophie; Fagnou, Keith
Journal of the American Chemical Society, 2005 , vol. 127, # 51 p. 18020 - 18021
反应条件
tetrakis(triphenylphosphine) palladium(0); KF*2H2O in ethylene glycol dimethyl ether; ethanol; water
T=110°C; Suzuki Coupling; 0.833333 h; Microwave irradiation;
参考文献
Wu, Jiahui; Zhang, Dengyou; Chen, Lei; Li, Jianneng; Wang, Jianling; Ning, Chengqing; Yu, Niefang; Zhao, Fei; Chen, Dongying; Chen, Xiaoyan; Chen, Kaixian; Jiang, Hualiang; Liu, Hong; Liu, Dongxiang
Journal of Medicinal Chemistry, 2013 , vol. 56, # 3 p. 761 - 780
反应条件
tetrakis(triphenylphosphine) palladium(0); hexamethyl-distannane; lithium chloride in 1,4-dioxane
Heating;
参考文献
Hitchcock; Mayhugh; Gregory
Tetrahedron Letters, 1995 , vol. 36, # 50 p. 9085 - 9088