1H-吡咯并[2,3-b]吡啶-2-羧酸乙酯合成路线 （共 23 条）
反应条件
1.1: n-butyllithium / tetrahydrofuran / 1.25 h / -5 - 0 °C 1.2: -3 °C 2.1: hydrogenchloride / water; tetrahydrofuran / 2 h / 10 °C / Reflux View Scheme
反应条件
1.1: ethyl acetate; hexane / 1 h / Reflux 2.1: n-butyllithium / tetrahydrofuran / 1.25 h / -5 - 0 °C 2.2: -3 °C 3.1: hydrogenchloride / water; tetrahydrofuran / 2 h / 10 °C / Reflux View Scheme
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 View Scheme
参考文献
WO2012/178015 A2, ;
WO 2012/178015 A2
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
1: 99 percent / DMAP / acetonitrile / 20 °C 2: 60 percent / m-CPBA / CH2Cl2 / 20 °C 3: 76 percent / ethyl chloroformate; HMDS / tetrahydrofuran / 20 °C 4: TFA / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Richter, Hans G. F.; Adams; Benardeau; Bickerdike; Bentley; Blench; Cliffe; Dourish; Hebeisen; Kennett; Knight; Malcolm; Mattei; Misra; Mizrahi; Monck; Plancher; Roever; Roffey; Taylor; Vickers
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1207 - 1211
反应条件
1: 99 percent / DMAP / acetonitrile / 20 °C 2: 60 percent / m-CPBA / CH2Cl2 / 20 °C 3: 76 percent / ethyl chloroformate; HMDS / tetrahydrofuran / 20 °C 4: TFA / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Richter, Hans G. F.; Adams; Benardeau; Bickerdike; Bentley; Blench; Cliffe; Dourish; Hebeisen; Kennett; Knight; Malcolm; Mattei; Misra; Mizrahi; Monck; Plancher; Roever; Roffey; Taylor; Vickers
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1207 - 1211
反应条件
potassium carbonate in N,N-dimethyl-formamide T=20°C;
参考文献
US2009/318455 A1, ;
Page/Page column 100-101 ;
反应条件
potassium carbonate in N,N-dimethyl-formamide T=20°C;
参考文献
INTERMUNE, INC.
Patent: US2009/318455 A1, 2009 ;
Location in patent: Page/Page column 100-101 ;
反应条件
1: 99 percent / DMAP / acetonitrile / 20 °C
2: 60 percent / m-CPBA / CH2Cl2 / 20 °C
3: 76 percent / ethyl chloroformate; HMDS / tetrahydrofuran / 20 °C
View Scheme
参考文献
Richter, Hans G. F.; Adams; Benardeau; Bickerdike; Bentley; Blench; Cliffe; Dourish; Hebeisen; Kennett; Knight; Malcolm; Mattei; Misra; Mizrahi; Monck; Plancher; Roever; Roffey; Taylor; Vickers
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1207 - 1211
反应条件
1: 1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester With sodium hydride in N,N-dimethyl-formamide
T=20°C; 1 h;
2: benzyl bromide in N,N-dimethyl-formamide
T=20°C; 20 h;
参考文献
SANOFI-AVENTIS
Patent: US2009/42873 A1, 2009 ;
Location in patent: Page/Page column 19 ;
US 20090042873 A1
