5-(1H-吲哚-2-基)-3-甲氧基-1H-吡咯-2-甲醛合成路线 (共 8 条)
反应条件
1: With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in 1,4-dioxane; water; toluene
T=100°C; 3 h;
2: With sodium methylate in 1,4-dioxane; water; toluene
T=100°C; 0.416667 h;
参考文献
Dairi, Kenza; Lavallee, Jean-Francois; Doyle, Terrence W.
Patent: US2005/267073 A1, 2005 ;
Location in patent: Page/Page column 45-46 ;
反应条件
sodium carbonate; palladium diacetate; triphenylphosphine in 1,4-dioxane; water; toluene
T=98°C; Suzuki coupling reaction;
参考文献
Chawrai, Suresh R.; Williamson, Neil R.; Salmond, George P. C.; Leeper, Finian J.
Chemical Communications, 2008 , # 16 p. 1862 - 1864
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in 1,4-dioxane; water; toluene
T=100°C; Suzuki Coupling; 1.5 h; Inert atmosphere;
参考文献
Su, Jung-Chen; Chen, Wei-Lin; Liu, Chun-Yu; Shiau, Chung-Wai; Chen, Kuen-Feng; Chen, Pei-Jer; Tai, Wei-Tien; Huang, Jui-Wen; Kim, Inki
European Journal of Medicinal Chemistry, 2012 , vol. 56, p. 127 - 133,7
反应条件
water
T=170°C; 0.583333 h; Microwave irradiation;
参考文献
Diaz De Grenu, Borja; Hernandez, Paulina Iglesias; Espona, Margarita; Quinonero, David; Light, Mark E.; Torroba, Tomas; Perez-Tomas, Ricardo; Quesada, Roberto
Chemistry - A European Journal, 2011 , vol. 17, # 50 p. 14074 - 14083
反应条件
1: N-((5-bromo-3-methoxy-2H-pyrrol-2-ylidene)methyl)-N-ethylethanamine With palladium diacetate; triphenylphosphine in 1,4-dioxane; toluene
Suzuki Coupling; Inert atmosphere;
2: 1-(N-methoxycarbonyl)indole-2-boronic acid With sodium carbonate in 1,4-dioxane; water; toluene
T=85°C; 5.5 h; Inert atmosphere;
参考文献
Dairi, Kenza; Yao, Yuxing; Faley, Michael; Tripathy, Sasmita; Rioux, Elise; Billot, Xavier; Rabouin, Daniel; Gonzalez, Gerson; Lavallee, Jean-Francois; Attardo, Giorgio
Organic Process Research and Development, 2007 , vol. 11, # 6 p. 1051 - 1054
反应条件
1.1: phosphorus oxytribromide / chloroform / 0.5 h / 0 °C
1.2: 6 h / 0 - 60 °C
2.1: palladium diacetate; triphenylphosphine / 1,4-dioxane; water; toluene / 70 °C / Inert atmosphere
2.2: 3 h / 100 °C / Inert atmosphere
3.1: hydrogenchloride; water / pH 7 / Inert atmosphere
View Scheme
参考文献
Papireddy, Kancharla; Smilkstein, Martin; Kelly, Jane Xu; Shweta; Salem, Shaimaa M.; Alhamadsheh, Mamoun; Haynes, Stuart W.; Challis, Gregory L.; Reynolds, Kevin A.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 15 p. 5296 - 5306
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 3.5 h / -10 - -5 °C
2.1: palladium diacetate; triphenylphosphine / 1,4-dioxane; toluene / |Inert atmosphere
2.2: 5.5 h / 85 °C / |Inert atmosphere
View Scheme
参考文献
Dairi, Kenza; Yao, Yuxing; Faley, Michael; Tripathy, Sasmita; Rioux, Elise; Billot, Xavier; Rabouin, Daniel; Gonzalez, Gerson; Lavallee, Jean-Francois; Attardo, Giorgio
Organic Process Research and Development, 2007 , vol. 11, # 6 p. 1051 - 1054
反应条件
1.1: sodium hydride / mineral oil; pentane; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / |Inert atmosphere
1.2: 18 h / 0 - 20 °C / |Inert atmosphere
2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 3.5 h / -10 - -5 °C
3.1: palladium diacetate; triphenylphosphine / 1,4-dioxane; toluene / |Inert atmosphere
3.2: 5.5 h / 85 °C / |Inert atmosphere
View Scheme
参考文献
Dairi, Kenza; Yao, Yuxing; Faley, Michael; Tripathy, Sasmita; Rioux, Elise; Billot, Xavier; Rabouin, Daniel; Gonzalez, Gerson; Lavallee, Jean-Francois; Attardo, Giorgio
Organic Process Research and Development, 2007 , vol. 11, # 6 p. 1051 - 1054