4-溴-1H-吡咯并[2,3-b]吡啶合成路线 （共 31 条）
反应条件
triethylamine in dichloromethane
参考文献
Seefeld, Mark A.; Rouse, Meagan B.; McNulty, Kenneth C.; Sun, Lihui; Wang, Jizhou; Yamashita, Dennis S.; Luengo, Juan I.; Zhang, ShuYun; Minthorn, Elisabeth A.; Concha, Nestor O.; Heerding, Dirk A.
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 8 p. 2244 - 2248
反应条件
1.1: 99 percent / sodium hydride / tetrahydrofuran / 3 h / 80 °C 2.1: tert-butyllithium / tetrahydrofuran; pentane / 0.08 h / -78 °C 2.2: 84 percent / N-fluorobenzenesulfonimide / pentane; tetrahydrofuran / 0.75 h / -78 °C 3.1: 100 percent / tetrabutylammonium fluoride View Scheme
参考文献
Thibault, Carl; L'Heureux, Alexandre; Bhide, Rajeev S.; Ruel, Rejean
Organic Letters, 2003 , vol. 5, # 26 p. 5023 - 5025
反应条件
1: 4-bromo-7-azaindole With sodium hydride in N,N-dimethyl-formamide; mineral oil T=0 - 23°C; 0.666667 h; Inert atmosphere; 2: methyl iodide in N,N-dimethyl-formamide; mineral oil T=0 - 23°C; 4 h;
参考文献
Ramgren, Stephen D.; Garg, Neil K.
Organic Letters, 2014 , vol. 16, # 3 p. 824 - 827
反应条件
didodecanoyl peroxide in dichloromethane 118 h; Heating / reflux;
参考文献
GLAXO GROUP LIMITED
Patent: WO2008/34860 A1, 2008 ;
Location in patent: Page/Page column 99 ;
WO 2008/034860 A1
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / Inert atmosphere 1.2: 0.5 h / Inert atmosphere; Cooling with ice 2.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -50 °C 2.2: 1.33 h / -50 - -30 °C 2.3: -30 °C View Scheme
参考文献
GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews
Patent: WO2012/170752 A1, 2012 ;
WO 2012/170752 A1
反应条件
N-bromosuccinmide in dichloromethane T=0°C; 1.5 h;
参考文献
GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews
Patent: WO2012/170752 A1, 2012 ;
Location in patent: Page/Page column 29 ;
WO 2012/170752 A1
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 1.5 h / 0 °C 2.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -35 °C 2.2: 2 h / -35 - 20 °C 3.1: sodium hydroxide; water / 1,4-dioxane / 17 h / 60 - 80 °C View Scheme
参考文献
GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews
Patent: WO2012/170752 A1, 2012 ;
WO 2012/170752 A1
反应条件
1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; triethylamine T=130°C; P=18751.9 Torr; Inert atmosphere;
参考文献
LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCÈ VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRÍGUEZ GARRIDO, Antonio, David; CARCELLER GONZÁLEZ, Elena; SALAS SOLANA, Jordi
Patent: WO2013/37960 A1, 2013 ;
Location in patent: Page/Page column 83 ;
反应条件
N-iodo-succinimide in dichloromethane T=0°C; 1 h; Inert atmosphere; Product distribution / selectivity;
参考文献
GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews
Patent: WO2012/170752 A1, 2012 ;
Location in patent: Page/Page column 31-32 ;
WO 2012/170752 A1
反应条件
1: in butan-1-ol T=120°C; 1.25 h; 2: With potassium carbonate in water Saturated solution;
参考文献
WYETH LLC; AYRAL-KALOUSTIAN, Semiramis; MANSOUR, Tarek Suhayl; TSOU, Hwei-Ru; ZHANG, Nan; VENKATESAN, Aranapakam M.; DI, Li; KERNS, Edward H.
Patent: WO2010/30727 A1, 2010 ;
Location in patent: Page/Page column 120 ;
WO 2010/030727 A1
