4-氯吡啶-2-羧酸叔丁酯合成路线 (共 14 条)
反应条件
1: 2-amino-4-chloro-pyridine With lithium hexamethyldisilazane in tetrahydrofuran T=-5°C; 0.166667 h; Inert atmosphere; 2: di-tert-butyl dicarbonate in tetrahydrofuran 1 h;
参考文献
WO2011/139891 A1, ;
Page/Page column 54 ;
WO 2011/139891 A1
反应条件
diphenyl phosphoryl azide; triethylamine in toluene T=65 - 100°C; 3.5 h;
参考文献
WO2008/77188 A1, ;
Page/Page column 28 ;
反应条件
diphenyl phosphoryl azide; triethylamine T=100°C; 12 h; Inert atmosphere;
参考文献
US2013/237555 A1, ;
Paragraph 0167 ;
反应条件
1: 4-chloro-pyridine-2-carbonyl azide in toluene T=55°C; 2 h; 2: tert-butyl alcohol in toluene T=80°C; 24 h;
参考文献
WO2005/7652 A2, ;
Page/Page column 41; 86 ;
WO 2005/007652 A2
反应条件
1.1: N,N,N',N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran; hexanes / 1.33 h / -78 °C 1.2: 1.5 h / -78 - 20 °C 2.1: water; hydrogen bromide / 3 h / 20 °C View Scheme
参考文献
WO2011/139891 A1, ;
WO 2011/139891 A1
反应条件
1: hydrogenchloride / 1,4-dioxane / 18 h / 20 °C 2: sodium hydrogencarbonate / ethanol; water / 20 h / 20 °C / |Reflux View Scheme
参考文献
SIGA TECHNOLOGIES, INC.; DAI, Dongcheng; BURGESON, James, R.; AMBERG, Sean, M.; HRUBY, Dennis, E.
Patent: WO2013/123215 A2, 2013 ;
反应条件
1: 25percent HBr / 2 h / Ambient temperature 2: 44 percent / methanol / 7 h / 140 °C 3: concd. H2SO4, fuming HNO3 / 0.33 h / 0 °C 4: 93 percent / concd. H2SO4 / 0 - 20 °C View Scheme
参考文献
Deady, Leslie W.; Korytsky, Olga L.; Rowe, Jeffrey E.
Australian Journal of Chemistry, 1982 , vol. 35, # 10 p. 2025 - 2034
反应条件
1: With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran; hexane T=-78°C; 1.5 h; Inert atmosphere; 2: With iodine in tetrahydrofuran; hexane T=-78 - 20°C; 0.5 h;
参考文献
US2013/245042 A1, ;
Paragraph 0040 ;
反应条件
1: N-Boc-2-amino-4-chloropyridine With n-butyllithium in tetrahydrofuran T=-78°C; 0.833333 h; 2: N,N-dimethyl-formamide in tetrahydrofuran T=-78°C; 1.08333 h;
参考文献
MERCK PATENT GMBH
Patent: US2012/190654 A1, 2012 ;
Location in patent: Page/Page column 12 ;
反应条件
1: N-Boc-2-amino-4-chloropyridine With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran; hexane T=-50°C; 1 h; 2: 3-dimethylaminoacrylaldehyde in tetrahydrofuran; hexane T=-70°C; 1.5 h; 3: With hydrogenchloride 3 h; Heating;
参考文献
Zhichkin, Pavel; Beer, Catherine M. Cillo; Rennells, W. Martin; Fairfax, David J.
Synlett, 2006 , # 3 p. 379 - 382