7-氮杂吲哚-7-氧化物合成路线 （共 49 条）
反应条件
1: With [14C]-Tetramethylammonium bromide; trifluoromethanesulfonic anhydride in N,N-dimethyl-formamide T=0°C; 12 h; Heating; 2: With sodium hydroxide in water; N,N-dimethyl-formamide T=0°C; pH=7; 0.5 h;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG
Patent: WO2009/126675 A1, 2009 ;
Location in patent: Page/Page column 128-129 ;
WO 2009/126675 A1
反应条件
N-ethyl-N,N-diisopropylamine T=90°C; 2 h; Inert atmosphereNeat (no solvent);
参考文献
Keith, John M.
Journal of Organic Chemistry, 2010 , vol. 75, # 8 p. 2722 - 2725
反应条件
1,1,1,3,3,3-hexamethyl-disilazane in toluene T=20°C; 1 h;
参考文献
AC Immune, S.A.
Patent: US2011/280808 A1, 2011 ;
Location in patent: Page/Page column 39 ;
反应条件
1,1,1,3,3,3-hexamethyl-disilazane in benzene 1 h; Ambient temperature;
参考文献
Minakata; Komatsu; Ohshiro
Synthesis, 1992 , # 7 p. 661 - 663
反应条件
1: 57 percent / hexamethyldisilazene (HMDS) / benzene / 1 h / Ambient temperature 2: 99 percent / aq. NaOH / methanol / 24 h / Ambient temperature View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; HAMEL, Cotinica; BENDERITTER, Pascal; FROESTL, Wolfgang; SREENIVASACHARY, Nampally; MUHS, Andreas
Patent: WO2011/128455 A1, 2011 ;
WO 2011/128455 A1
Title/Abstract Full Text Show Details
AC Immune, S.A.
Patent: US2011/280808 A1, 2011 ;
反应条件
1.1: methanesulfonyl chloride / N,N-dimethyl-formamide / 2 h / 52 - 72 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C 2.2: 0 °C 3.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C 3.2: 1 h / -78 - 0 °C View Scheme
参考文献
Heinrich, Timo; Seenisamy, Jeyaprakashnarayanan; Emmanuvel, Lourdusamy; Kulkarni, Santosh S.; Bomke, Joerg; Rohdich, Felix; Greiner, Hartmut; Esdar, Christina; Krier, Mireille; Graedler, Ulrich; Musil, Djordje
Journal of Medicinal Chemistry, 2013 , vol. 56, # 3 p. 1160 - 1170
反应条件
1.1: methanesulfonyl chloride / N,N-dimethyl-formamide / 2 h / 52 - 72 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C 2.2: 0 °C 3.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C 3.2: 1 h / -78 - 0 °C 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C View Scheme
参考文献
Heinrich, Timo; Seenisamy, Jeyaprakashnarayanan; Emmanuvel, Lourdusamy; Kulkarni, Santosh S.; Bomke, Joerg; Rohdich, Felix; Greiner, Hartmut; Esdar, Christina; Krier, Mireille; Graedler, Ulrich; Musil, Djordje
Journal of Medicinal Chemistry, 2013 , vol. 56, # 3 p. 1160 - 1170
反应条件
nitric acid; trifluoroacetic acid
T=0°C;
参考文献
Antonini; Claudi; Cristalli; Franchetti; Grifantini; Martelli
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1258 - 1261
反应条件
sulfolane; nitronium tetrafluoroborate
2 h; Ambient temperature;
参考文献
Schneller, Stewart W.; Luo, Jiann-Kuan
Journal of Organic Chemistry, 1980 , vol. 45, # 20 p. 4045 - 4048
反应条件
1.1: methanesulfonyl chloride / N,N-dimethyl-formamide / 2 h / 70 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / |Inert atmosphere
2.2: 50 °C / |Inert atmosphere
3.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / 78 °C / |Inert atmosphere
3.2: 2 h
View Scheme
参考文献
Gehringer, Matthias; Pfaffenrot, Ellen; Bauer, Silke; Laufer, Stefan A.
ChemMedChem, 2014 , vol. 9, # 2 p. 277 - 281
