1H-吡咯并[2,3-b]吡啶-2-甲醛合成路线 (共 6 条)
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran T=-20°C; 2 h; 2: With water; ammonium chloride in tetrahydrofuran
参考文献
ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III
Patent: WO2012/178015 A2, 2012 ;
Location in patent: Page/Page column 113 ;
WO 2012/178015 A2
反应条件
water; potassium hydroxide in methanol T=20°C; 0.5 h; Inert atmosphere;
参考文献
GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; SHEPPARD, Robert John; WALKER, Ann, Louise; WELLAWAY, Christopher; WILSON, David Matthew
Patent: WO2014/15905 A1, 2014 ;
Location in patent: Page/Page column 47 ;
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C 1.2: 1 h / -78 °C 1.3: -30 °C 2.1: caesium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 50 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -20 °C View Scheme
参考文献
ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III
Patent: WO2012/178015 A2, 2012 ;
WO 2012/178015 A2
反应条件
1: caesium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 50 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -20 °C View Scheme
参考文献
ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III
Patent: WO2012/178015 A2, 2012 ;
WO 2012/178015 A2
反应条件
1.1: n-butyllithium; lithium diisopropyl amide; diisopropylamine; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran / 2.75 h / -30 °C 1.2: 2 h / -30 °C 2.1: potassium hydroxide; water / methanol / 0.5 h / 20 °C / |Inert atmosphere View Scheme
参考文献
GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; SHEPPARD, Robert John; WALKER, Ann, Louise; WELLAWAY, Christopher; WILSON, David Matthew
Patent: WO2014/15905 A1, 2014 ;
反应条件
1.1: sodium hydride / tetrahydrofuran / 0.58 h / 0 °C / |Inert atmosphere 1.2: 2 h / 20 °C / |Inert atmosphere 2.1: n-butyllithium; lithium diisopropyl amide; diisopropylamine; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran / 2.75 h / -30 °C 2.2: 2 h / -30 °C 3.1: potassium hydroxide; water / methanol / 0.5 h / 20 °C / |Inert atmosphere View Scheme
参考文献
GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; SHEPPARD, Robert John; WALKER, Ann, Louise; WELLAWAY, Christopher; WILSON, David Matthew
Patent: WO2014/15905 A1, 2014 ;