5-(4-氯苯基)-1H-吡咯并[2,3-b]吡啶合成路线 (共 10 条)
反应条件
bis-triphenylphosphine-palladium(II) chloride; potassium carbonate in ethylene glycol dimethyl ether
T=130°C; Suzuki coupling; 0.5 h; Inert atmosphereMicrowave irradiation;
参考文献
Buck, Jason R.; Saleh, Sam; Imam Uddin, Md.; Manning, H. Charles
Tetrahedron Letters, 2012 , vol. 53, # 32 p. 4161 - 4165
反应条件
potassium tert-butylate in 1-methyl-pyrrolidin-2-one
T=20 - 120°C; 2 h; Product distribution / selectivity;
参考文献
F. HOFFMANN-LA ROCHE AG; BRUMSTED, Corey James; MOORLAG, Hendrik; RADINOV, Roumen Nikolaev; REN, Yi; WALDMEIER, Pius
Patent: WO2012/10538 A2, 2012 ;
Location in patent: Page/Page column 27 ;
反应条件
hydrogenchloride in water
T=50°C; 1 h; Inert atmosphere; Product distribution / selectivity;
参考文献
F. HOFFMANN-LA ROCHE AG; BRUMSTED, Corey James; MOORLAG, Hendrik; RADINOV, Roumen Nikolaev; REN, Yi; WALDMEIER, Pius
Patent: WO2012/10538 A2, 2012 ;
Location in patent: Page/Page column 25 ;
反应条件
1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; palladium diacetate / 1,4-dioxane; water / 1.5 h / 90 °C
2: trifluoroacetic acid; N-iodo-succinimide / N,N-dimethyl-formamide / 2.5 h / 80 °C
3: lithium hydroxide hydrate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / N,N-dimethyl-formamide / 18 h / 70 °C / Inert atmosphere
4: hydrogenchloride / water / 1 h / 50 °C / Inert atmosphere
View Scheme
参考文献
F. HOFFMANN-LA ROCHE AG; BRUMSTED, Corey James; MOORLAG, Hendrik; RADINOV, Roumen Nikolaev; REN, Yi; WALDMEIER, Pius
Patent: WO2012/10538 A2, 2012 ;
反应条件
1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; palladium diacetate / 1,4-dioxane; water / 1.5 h / 90 °C
2: trifluoroacetic acid; N-iodo-succinimide / N,N-dimethyl-formamide / 2.5 h / 80 °C
3: lithium hydroxide hydrate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / N,N-dimethyl-formamide / 18 h / 70 °C / Inert atmosphere
4: hydrogenchloride / water / 1 h / 50 °C / Inert atmosphere
View Scheme
参考文献
F. HOFFMANN-LA ROCHE AG; BRUMSTED, Corey James; MOORLAG, Hendrik; RADINOV, Roumen Nikolaev; REN, Yi; WALDMEIER, Pius
Patent: WO2012/10538 A2, 2012 ;
反应条件
1: trifluoroacetic acid; N-iodo-succinimide / N,N-dimethyl-formamide / 2.5 h / 80 °C
2: lithium hydroxide hydrate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / N,N-dimethyl-formamide / 18 h / 70 °C / Inert atmosphere
3: hydrogenchloride / water / 1 h / 50 °C / Inert atmosphere
View Scheme
参考文献
F. HOFFMANN-LA ROCHE AG; BRUMSTED, Corey James; MOORLAG, Hendrik; RADINOV, Roumen Nikolaev; REN, Yi; WALDMEIER, Pius
Patent: WO2012/10538 A2, 2012 ;
反应条件
1: lithium hydroxide hydrate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / N,N-dimethyl-formamide / 18 h / 70 °C
2: hydrogenchloride / water / 1 h / 50 °C / Inert atmosphere
View Scheme
参考文献
F. HOFFMANN-LA ROCHE AG; BRUMSTED, Corey James; MOORLAG, Hendrik; RADINOV, Roumen Nikolaev; REN, Yi; WALDMEIER, Pius
Patent: WO2012/10538 A2, 2012 ;
反应条件
1: lithium hydroxide hydrate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / N,N-dimethyl-formamide / 18 h / 70 °C / Inert atmosphere
2: hydrogenchloride / water / 1 h / 50 °C / Inert atmosphere
View Scheme
参考文献
F. HOFFMANN-LA ROCHE AG; BRUMSTED, Corey James; MOORLAG, Hendrik; RADINOV, Roumen Nikolaev; REN, Yi; WALDMEIER, Pius
Patent: WO2012/10538 A2, 2012 ;
反应条件
quinoline; Cr2Cu2O5
T=220°C; 0.2 h; Microwave irradiation;
参考文献
Ranasinghe, Nadeesha; Jones, Graham B.
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1740 - 1742
反应条件
1: lithium hydroxide hydrate / tetrahydrofuran
2: quinoline; Cr2Cu2O5 / 0.2 h / 220 °C / |Microwave irradiation
View Scheme
参考文献
Ranasinghe, Nadeesha; Jones, Graham B.
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1740 - 1742