4,5,6,7-四氢噻吩并[3,2-c]吡啶盐酸盐合成路线 （共 26 条）
反应条件
1: in dichloromethane T=40 - 45°C; 2: With hydrogenchloride in dichloromethane; water; N,N-dimethyl-formamide T=20 - 70°C;
参考文献
MAYUKA LABS PVT. LTD.; KRISHNAMURTHY, Chandra, Sekhar, Nakka; SINGH, Jagat; KHAN, Mohd, Yunus
Patent: WO2012/1486 A1, 2012 ;
Location in patent: Page/Page column 18 ;
反应条件
hydrogenchloride in N,N-dimethyl-formamide
参考文献
Aventis Pharmaceuticals Inc.
Patent: EP1216250 B1, 2003 ;
Location in patent: Page/Page column 53 ;
EP 1216250 B1
反应条件
1: With sodium hydroxide in methanol 12 h; Reflux; 2: With hydrogenchloride in 1,4-dioxane pH=1;
参考文献
Grainger, Richard S.; Patel, Bhaven; Kariuki, Benson M.; Male, Louise; Spencer, Neil
Journal of the American Chemical Society, 2011 , vol. 133, # 15 p. 5843 - 5852
反应条件
1.1: bromine / dichloromethane; water / 20 °C / pH 8.5 1.2: pH 8.5 / Alkaline conditions 2.1: triethylamine / dichloromethane / 0.75 h / Cooling with ice View Scheme
反应条件
water; potassium hydroxide in toluene T=25 - 30°C;
参考文献
SANDOZ AG
Patent: WO2009/80469 A1, 2009 ;
Location in patent: Page/Page column 10 ;
反应条件
triethylamine in dichloromethane T=12 - 28°C;
参考文献
MAYUKA LABS PVT. LTD.; KRISHNAMURTHY, Chandra, Sekhar, Nakka; SINGH, Jagat; KHAN, Mohd, Yunus
Patent: WO2012/1486 A1, 2012 ;
Location in patent: Page/Page column 18 ;
反应条件
1.1: triethylamine / dichloromethane / 9 h / 0 - 5 °C 2.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 15 °C / Inert atmosphere 2.2: 1 h / 0 - 15 °C / Inert atmosphere 2.3: 2 h / 0 - 30 °C View Scheme
参考文献
EGIS GYOGYSZERGYAR NYILVANOSAN MKOeD RESZVENYTARSASAG; NYULASI, Balint; PORCS-MAKKAY, Marta; NEMETH, Gabor; GREGOR, Tamas; BARKOCZY, Jozsef; VOLK, Balazs; NAGY, Kalman; RUZSICS, Gyoergy; PAPP-FUeZFAI, Zsofia; MOLNAR, Enikoe; PANDUR, Angela; KESZTHELYI, Adrienn; MEZEI, Tibor; FRIGYES, David
Patent: WO2012/52788 A1, 2012 ;
反应条件
1.1: triethylamine / dichloromethane / 12 - 28 °C 2.1: n-butyllithium / toluene; hexane; tetrahydrofuran / -5 - 10 °C 2.2: -5 - 10 °C View Scheme
参考文献
MAYUKA LABS PVT. LTD.; KRISHNAMURTHY, Chandra, Sekhar, Nakka; SINGH, Jagat; KHAN, Mohd, Yunus
Patent: WO2012/1486 A1, 2012 ;
反应条件
potassium carbonate in dichloromethane; water 2.5 h; Reflux;
参考文献
Yin, Lu; Shan, Wenjun; Jia, Xian; Li, Xingshu; Chan, Albert S.C.
Journal of Organometallic Chemistry, 2009 , vol. 694, # 13 p. 2092 - 2095
反应条件
1.1: sodium carbonate / methanol / 1 h / 60 - 65 °C 1.2: 24 h / 60 - 65 °C 2.1: dichloromethane; ethyl acetate / 6 h / 20 - 45 °C 3.1: potassium carbonate / dichloromethane; water / 0.67 h / 10 °C View Scheme
参考文献
DONG WHA PHARM. CO., LTD.; OH, Yoon Seok; SHIN, Dong Hyuk; JUNG, Jin Yong
Patent: WO2011/83955 A2, 2011 ;
