1-[[4-[2-(氮杂环庚烷-1-基)乙氧基]苯基]甲基]-2-(4-羟基苯基)-3-甲基-吲哚-5-醇合成路线 (共 32 条)
反应条件
1.1: sodium hydroxide / tetrabutylammomium bromide / toluene; water / Reflux 2.1: hydrogenchloride / dichloromethane / 25 - 35 °C / Inert atmosphere 3.1: sodium hydride / N,N-dimethyl-formamide; toluene / -5 - -1 °C 3.2: 5 °C 4.1: hydrogen / palladium 10 on activated carbon / water; acetone; methanol / 40 °C / 7355.72 Torr View Scheme
反应条件
1.1: triethylamine / dichloromethane / 12 h / 20 °C 2.1: sodium tetrahydroborate / methanol / 1.25 h / 0 - 20 °C 3.1: phosphorus tribromide / dichloromethane / 20 °C 4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -10 - -5 °C 4.2: 3 h / -5 - 0 °C 5.1: toluene / 12 h / 70 - 75 °C 6.1: hydrogen / palladium-on-charcoal / ethyl acetate / 30 - 35 °C / 2942.29 - 3677.86 Torr View Scheme
反应条件
1.1: sodium tetrahydroborate / methanol / 1.25 h / 0 - 20 °C 2.1: phosphorus tribromide / dichloromethane / 20 °C 3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -10 - -5 °C 3.2: 3 h / -5 - 0 °C 4.1: toluene / 12 h / 70 - 75 °C 5.1: hydrogen / palladium-on-charcoal / ethyl acetate / 30 - 35 °C / 2942.29 - 3677.86 Torr View Scheme
反应条件
1: toluene / 12 h / 70 - 75 °C 2: hydrogen / palladium-on-charcoal / ethyl acetate / 30 - 35 °C / 2942.29 - 3677.86 Torr View Scheme
反应条件
1.1: phosphorus tribromide / dichloromethane / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -10 - -5 °C 2.2: 3 h / -5 - 0 °C 3.1: toluene / 12 h / 70 - 75 °C 4.1: hydrogen / palladium-on-charcoal / ethyl acetate / 30 - 35 °C / 2942.29 - 3677.86 Torr View Scheme
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -10 - -5 °C 1.2: 3 h / -5 - 0 °C 2.1: toluene / 12 h / 70 - 75 °C 3.1: hydrogen / palladium-on-charcoal / ethyl acetate / 30 - 35 °C / 2942.29 - 3677.86 Torr View Scheme
反应条件
1: toluene / 12 h / 70 - 75 °C 2: hydrogen / palladium-on-charcoal / ethyl acetate / 30 - 35 °C / 2942.29 - 3677.86 Torr View Scheme
反应条件
1: toluene / 12 h / 70 - 75 °C 2: hydrogen / palladium-on-charcoal / ethyl acetate / 30 - 35 °C / 2942.29 - 3677.86 Torr View Scheme
反应条件
1.1: bromine / acetic acid / 3 h / 0 - 20 °C 2.1: triethylamine / N,N-dimethyl-formamide / 4 h / 120 - 150 °C / Inert atmosphere 3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C 3.2: 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 5.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 6.1: tetrahydrofuran / Reflux 7.1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme
参考文献
Chemico-Biological Interactions, , vol. 197, # 1 p. 8 - 15
反应条件
1.1: potassium carbonate / acetone / 60 °C 2.1: bromine / acetic acid / 3 h / 0 - 20 °C 3.1: triethylamine / N,N-dimethyl-formamide / 4 h / 120 - 150 °C / Inert atmosphere 4.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C 4.2: 20 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 6.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 7.1: tetrahydrofuran / Reflux 8.1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme
参考文献
Chemico-Biological Interactions, , vol. 197, # 1 p. 8 - 15