5-苄氧基-2-(4-苄氧基-苯基)-3-甲基-1-[4-(2-氮杂环庚烷-1-基-乙氧基)-苄基]-1H-吲哚合成路线 （共 25 条）
反应条件
1.1: SOCl2 / tetrahydrofuran
2.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C
2.2: 59 percent / dimethylformamide / 18 h / 20 °C
3.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C
4.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C
5.1: tetrahydrofuran
View Scheme
参考文献
Miller; Collini; Tran; Harris; Kharode; Marzolf; Moran; Henderson; Bender; Unwalla; Greenberger; Yardley; Abou-Gharbia; Lyttle; Komm
Journal of Medicinal Chemistry, 2001 , vol. 44, # 11 p. 1654 - 1657
反应条件
1.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C
1.2: 59 percent / dimethylformamide / 18 h / 20 °C
2.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C
3.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C
4.1: tetrahydrofuran
View Scheme
参考文献
Miller; Collini; Tran; Harris; Kharode; Marzolf; Moran; Henderson; Bender; Unwalla; Greenberger; Yardley; Abou-Gharbia; Lyttle; Komm
Journal of Medicinal Chemistry, 2001 , vol. 44, # 11 p. 1654 - 1657
反应条件
1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C
2: tetrahydrofuran
View Scheme
参考文献
Miller; Collini; Tran; Harris; Kharode; Marzolf; Moran; Henderson; Bender; Unwalla; Greenberger; Yardley; Abou-Gharbia; Lyttle; Komm
Journal of Medicinal Chemistry, 2001 , vol. 44, # 11 p. 1654 - 1657
反应条件
1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C
2: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C
3: tetrahydrofuran
View Scheme
参考文献
Miller; Collini; Tran; Harris; Kharode; Marzolf; Moran; Henderson; Bender; Unwalla; Greenberger; Yardley; Abou-Gharbia; Lyttle; Komm
Journal of Medicinal Chemistry, 2001 , vol. 44, # 11 p. 1654 - 1657
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
View Scheme
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; BANDICHHOR, Rakeshwar; LEKKALA, Amarnath Reddy; HALDAR, Pranab; MYLAVARAPU, Ravi Kumar; GOLLA, China Malakondaiah; VAGWALA, Raghunath; KARRI, Vijaya Kumar; AKULA, Swapna
Patent: WO2011/22596 A2, 2011 ;
反应条件
in tetrahydrofuran
Reflux;
参考文献
Lusin, Tina Trdan; Tomasic, Tihomir; Trontelj, Jurij; Mrhar, Ales; Peterlin-Masic, Lucija
Chemico-Biological Interactions, 2012 , vol. 197, # 1 p. 8 - 15
反应条件
1.1: hydrogenchloride / dichloromethane / 25 - 35 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide; toluene / -5 - -1 °C
2.2: 5 °C
View Scheme
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; BANDICHHOR, Rakeshwar; LEKKALA, Amarnath Reddy; HALDAR, Pranab; MYLAVARAPU, Ravi Kumar; GOLLA, China Malakondaiah; VAGWALA, Raghunath; KARRI, Vijaya Kumar; AKULA, Swapna
Patent: WO2011/22596 A2, 2011 ;
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
View Scheme
参考文献
Lusin, Tina Trdan; Tomasic, Tihomir; Trontelj, Jurij; Mrhar, Ales; Peterlin-Masic, Lucija
Chemico-Biological Interactions, 2012 , 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
View Scheme
参考文献
Lusin, Tina Trdan; Tomasic, Tihomir; Trontelj, Jurij; Mrhar, Ales; Peterlin-Masic, Lucija
Chemico-Biological Interactions, 2012 , 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
View Scheme
参考文献
Lusin, Tina Trdan; Tomasic, Tihomir; Trontelj, Jurij; Mrhar, Ales; Peterlin-Masic, Lucija
Chemico-Biological Interactions, 2012 , vol. 197, # 1 p. 8 - 15
