6-氯-吡咯并[2,3-b]吡啶-1-羧酸乙酯合成路线 (共 6 条)
反应条件
sodium hydroxide; water in methanol T=20°C; 6 h;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED
Patent: WO2005/28475 A2, 2005 ;
Location in patent: Page/Page column 175 ;
WO 2005/028475 A2
反应条件
1: sodium hydroxide; methanol / 4 h / 20 °C 2: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / ethylene glycol dimethyl ether / 2 h / 120 °C / |Microwave irradiation View Scheme
参考文献
Almirall, S.A.; Vidal Juan, Bernat; Alonso Diez, Juan Antonio; Buil Albero, María Antonia; Eastwood, Paul Robert; Esteve Trias, Cristina; Lozoya Toribio, María Estrella; Roberts, Richard Spurring; Vidal Gispert, Laura
Patent: EP2548876 A1, 2013 ;
EP 2548876 A1
反应条件
1: sodium hydroxide; methanol / 4 h / 20 °C 2: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / ethylene glycol dimethyl ether / 2 h / 120 °C / |Microwave irradiation 3: N-bromosuccinmide; sulfuric acid / tetrahydrofuran / 2 h / 20 °C View Scheme
参考文献
ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta
Patent: WO2013/10880 A1, 2013 ;
反应条件
1,1,1,3,3,3-hexamethyl-disilazane in tetrahydrofuran
T=20°C; 1 h;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED
Patent: WO2005/28475 A2, 2005 ;
Location in patent: Page/Page column 175 ;
WO 2005/028475 A2
反应条件
1: 3-chloro-benzenecarboperoxoic acid / diethyl ether / 2.08 h / 0 - 20 °C
2: 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran / 4 h / 20 °C
View Scheme
参考文献
Chowdhury, Sarwat; Sessions, E. Hampton; Pocas, Jennifer R.; Grant, Wayne; Schroeter, Thomas; Lin, Li; Ruiz, Claudia; Cameron, Michael D.; Schuerer, Stephan; Lograsso, Philip; Bannister, Thomas D.; Feng, Yangbo
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 23 p. 7107 - 7112
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid / ethylene glycol dimethyl ether / 2 h / 20 °C / |Cooling with ice
2.1: lithium hexamethyldisilazane / tetrahydrofuran / |Inert atmosphere
2.2: 2 h / 20 °C
View Scheme
参考文献
ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta
Patent: WO2013/10880 A1, 2013 ;