4-氯-5-碘-1-三异丙基甲硅烷基-1H-吡咯并[2,3-b]吡啶合成路线 （共 8 条）
反应条件
1: With sec.-butyllithium in tetrahydrofuran; cyclohexane T=-78°C; 0.5 h; 2: With iodine in tetrahydrofuran; cyclohexane T=-78°C; 0.75 h;
参考文献
WO2013/114113 A1, ;
Page/Page column 135; 136 ;
反应条件
1: 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine With n-butyllithium in tetrahydrofuran T=-78°C; 1.5 h; 2: iodine in tetrahydrofuran T=-78 - 0°C; 1 h;
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: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 1 h / 0 °C 2.1: methanesulfonyl chloride / N,N-dimethyl-formamide / 2 h / 52 - 72 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C 3.2: 0 °C 4.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C 4.2: 1 h / -78 - 0 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 56, # 3 p. 1160 - 1170
反应条件
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide / N,N-dimethyl-formamide / 2.5 h / 100 °C 4.1: lithium hydroxide hydrate / water; tetrahydrofuran / 64 h / 20 °C View Scheme
参考文献
VERNALIS (RandD) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne
Patent: WO2013/114113 A1, 2013 ;
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran T=0°C; 0.5 h;
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: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C 2.2: 2 h / 20 °C 3.1: copper(l) iodide / N,N-dimethyl-formamide / 2.5 h / 100 °C View Scheme
参考文献
VERNALIS (RandD) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne
Patent: WO2013/114113 A1, 2013 ;
反应条件
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C 2.2: 2 h / 20 °C View Scheme
参考文献
VERNALIS (RandD) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne
Patent: WO2013/114113 A1, 2013 ;
