5-氟-1H-吡咯并[2,3-B]吡啶合成路线 （共 10 条）
反应条件
potassium tert-butylate in 1-methyl-pyrrolidin-2-one T=130°C; 4 h;
参考文献
US2007/93480 A1, ;
Page/Page column 45; 64-65 ;
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; 0.25 h;
参考文献
WO2005/103050 A2, ;
Page/Page column 180-181 ;
WO 2005/103050 A2
反应条件
Li2CuCl4 in ethanol T=90°C; 48 h;
参考文献
WO2008/4117 A1, ;
Page/Page column 106 ;
反应条件
1: sodium hydride / tetrahydrofuran / 20 °C 2: n-butyllithium; N-fluoro-N-(phenylsulfonyl)benzene-sulfonamide / -78 - 20 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 23 p. 6396 - 6400
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid / diethyl ether / 3.08 h / Inert atmosphere 2.1: 1,1,1,3,3,3-hexamethyl-disilazane; methyl chloroformate / tetrahydrofuran / 3 h / 5 °C 2.2: 2 h / 10 °C 2.3: pH 7 View Scheme
参考文献
ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm
Patent: WO2012/74769 A1, 2012 ;
WO 2012/074769 A1
反应条件
AlCl3, aluminium chloride in nitromethane; 1,2-dichloro-ethane T=0°C; 1 h; Inert atmosphere;
参考文献
KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothée; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim
Patent: WO2013/45516 A1, 2013 ;
Location in patent: Page/Page column 214 ;
反应条件
acetic acid in water
参考文献
sanofi-aventis
Patent: US2009/253679 A1, 2009 ;
Location in patent: Page/Page column 42 ;
反应条件
1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water; toluene
2: n-butyllithium; iodine / tetrahydrofuran
View Scheme
参考文献
Nemecek, Conception; Metz, William A.; Wentzler, Sylvie; Ding, Fa-Xiang; Venot, Corinne; Souaille, Catherine; Dagallier, Anne; Maignan, Sebastien; Guilloteau, Jean-Pierre; Bernard, Francois; Henry, Alain; Grapinet, Sandrine; Lesuisse, Dominique
Chemical Biology and Drug Design, 2010 , vol. 76, # 2 p. 100 - 106
反应条件
sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate in water; toluene
T=20°C; 24 h;
参考文献
Nemecek, Conception; Metz, William A.; Wentzler, Sylvie; Ding, Fa-Xiang; Venot, Corinne; Souaille, Catherine; Dagallier, Anne; Maignan, Sebastien; Guilloteau, Jean-Pierre; Bernard, Francois; Henry, Alain; Grapinet, Sandrine; Lesuisse, Dominique
Chemical Biology and Drug Design, 2010 , vol. 76, # 2 p. 100 - 106
反应条件
1: With 3-chloro-benzenecarboperoxoic acid in ethylene glycol dimethyl ether
T=20°C; 1.5 h;
2: With potassium hydroxide in methanol; ethylene glycol dimethyl ether
参考文献
ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm
Patent: WO2012/74769 A1, 2012 ;
Location in patent: Page/Page column 31 ;
WO 2012/074769 A1
