3-(1H-(1,2,3)三氮唑-4-基)-苯腈合成路线 （共 6 条）
反应条件
1: With trimethylsilylazide in N,N-dimethyl-formamide
T=50°C;
2: With tetrabutyl ammonium fluoride in tetrahydrofuran; N,N-dimethyl-formamide
参考文献
Roppe, Jeffrey; Smith, Nicholas D.; Huang, Dehua; Tehrani, Lida; Wang, Bowei; Anderson, Jeffrey; Brodkin, Jesse; Chung, Janice; Jiang, Xiaohui; King, Christopher; Munoz, Benito; Varney, Mark A.; Prasit, Petpiboon; Cosford, Nicholas D. P.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 19 p. 4645 - 4648
反应条件
copper(l) iodide; trimethylsilylazide in methanol; N,N-dimethyl-formamide
T=100°C; Inert atmosphere;
参考文献
Roehrig, Ute F.; Majjigapu, Somi Reddy; Grosdidier, Aurelien; Bron, Sylvian; Stroobant, Vincent; Pilotte, Luc; Colau, Didier; Vogel, Pierre; Van Den Eynde, Benoit J.; Zoete, Vincent; Michielin, Olivier
Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 5270 - 5290
反应条件
1.1: 77 percent / Et2N; mol. sieves 4A / tetrahydrofuran / 48 h / 55 °C
2.1: 93 percent / CH3SO2Cl; Et3N / CH2Cl2 / 0.25 h / 20 °C
3.1: azidotrimethylsilane / dimethylformamide / 50 °C
3.2: 81 percent / TBAF / dimethylformamide; tetrahydrofuran
View Scheme
参考文献
Roppe, Jeffrey; Smith, Nicholas D.; Huang, Dehua; Tehrani, Lida; Wang, Bowei; Anderson, Jeffrey; Brodkin, Jesse; Chung, Janice; Jiang, Xiaohui; King, Christopher; Munoz, Benito; Varney, Mark A.; Prasit, Petpiboon; Cosford, Nicholas D. P.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 19 p. 4645 - 4648
反应条件
1.1: 93 percent / CH3SO2Cl; Et3N / CH2Cl2 / 0.25 h / 20 °C
2.1: azidotrimethylsilane / dimethylformamide / 50 °C
2.2: 81 percent / TBAF / dimethylformamide; tetrahydrofuran
View Scheme
参考文献
Roppe, Jeffrey; Smith, Nicholas D.; Huang, Dehua; Tehrani, Lida; Wang, Bowei; Anderson, Jeffrey; Brodkin, Jesse; Chung, Janice; Jiang, Xiaohui; King, Christopher; Munoz, Benito; Varney, Mark A.; Prasit, Petpiboon; Cosford, Nicholas D. P.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 19 p. 4645 - 4648
反应条件
1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 1,4-dioxane / 5 h / 45 °C / Inert atmosphere
2: potassium fluoride / methanol / 3 h / 20 °C
3: copper(l) iodide; trimethylsilylazide / methanol; N,N-dimethyl-formamide / 100 °C / Inert atmosphere
View Scheme
参考文献
Roehrig, Ute F.; Majjigapu, Somi Reddy; Grosdidier, Aurelien; Bron, Sylvian; Stroobant, Vincent; Pilotte, Luc; Colau, Didier; Vogel, Pierre; Van Den Eynde, Benoit J.; Zoete, Vincent; Michielin, Olivier
Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 5270 - 5290
反应条件
1: potassium fluoride / methanol / 3 h / 20 °C
2: copper(l) iodide; trimethylsilylazide / methanol; N,N-dimethyl-formamide / 100 °C / Inert atmosphere
View Scheme
参考文献
Roehrig, Ute F.; Majjigapu, Somi Reddy; Grosdidier, Aurelien; Bron, Sylvian; Stroobant, Vincent; Pilotte, Luc; Colau, Didier; Vogel, Pierre; Van Den Eynde, Benoit J.; Zoete, Vincent; Michielin, Olivier
Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 5270 - 5290
