2-甲基-2,3,4,5-四氢-1H-吡啶并[4,3-b]吲哚合成路线 (共 17 条)
反应条件
1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere 1.2: 2 h / 80 °C / Inert atmosphere 2.1: hydroxylamine hydrochloride; sodium methylate / methanol / 24 h / 20 °C / Inert atmosphere 2.2: HPLC column View Scheme
参考文献
THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; KOZIKOWSKI, Alan; BUTLER, Kyle, B.; KALIN, Jay, Hans
Patent: WO2011/11186 A2, 2011 ;
WO 2011/011186 A2
反应条件
sulfuric acid in 1,4-dioxane
T=0 - 60°C;
参考文献
THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; KOZIKOWSKI, Alan; BUTLER, Kyle, B.; KALIN, Jay, Hans
Patent: WO2011/11186 A2, 2011 ;
Location in patent: Page/Page column 51 ;
WO 2011/011186 A2
参考文献
Sapi; Grebille; Laronze; Levy
Synthesis, 1992 , # 4 p. 383 - 386
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran
T=20°C; 15 h;
2: With acetic acid
4 h; Heating; Further stages.;
参考文献
Chauder, Brian; Larkin, Andrew; Snieckus, Victor
Organic letters, 2002 , vol. 4, # 5 p. 815 - 817
反应条件
sodium tetrahydroborate in methanol; water
T=20 - 100°C; Inert atmosphere;
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
sodium amide; tert-butyl alcohol in tetrahydrofuran
T=55 - 60°C; Fischer Indole Synthesis; 24 h; Inert atmosphere; Product distribution / selectivity;
参考文献
USTAV EXPIREMENTALNEJ FARMAKOLOGIE A TOXIKOLOGIE SAV; SNIRC, Vladimir; BUCHMAN, Marek; STEFEK, Milan; BAUER, Viktor; STOLC, Svorad; MIHALOVA, Danica; PATOPRSTY, Vladimir; POVAZANEC, Frantisek
Patent: WO2011/139242 A2, 2011 ;
Location in patent: Page/Page column 5-6 ;
反应条件
1.1: acetic acid; sodium nitrite / water / 1.5 h / 0 °C / Inert atmosphere
1.2: 0 - 20 °C / Inert atmosphere
2.1: dichloromethane / 20 °C / Inert atmosphere
3.1: ruthenium(III) chloride polyhydrate / isopropanol acetate / 15 h / 80 °C / Inert atmosphere
4.1: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
1: ruthenium(III) chloride polyhydrate / isopropanol acetate / 15 h / 80 °C / Inert atmosphere
2: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
1: dichloromethane / 20 °C / Inert atmosphere
2: ruthenium(III) chloride polyhydrate / isopropanol acetate / 15 h / 80 °C / Inert atmosphere
3: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 2.5 h / 80 °C / Inert atmosphere
2.1: acetic acid; sodium nitrite / water / 1.5 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: dichloromethane / 20 °C / Inert atmosphere
4.1: ruthenium(III) chloride polyhydrate / isopropanol acetate / 15 h / 80 °C / Inert atmosphere
5.1: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729