7-甲基-1,2,3,4-四氢-1,8-萘啶合成路线 （共 13 条）
反应条件
hydrogen; palladium on activated charcoal in ethanol
参考文献
SmithKline Beecham Corporation
Patent: EP1218005 B1, 2004 ;
Location in patent: Page 22 ;
反应条件
1: With hydrogen; acetic acid; palladium 10 on activated carbon in methanol 72 h; 2: With sodium carbonate in water pH=~ 10;
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
Location in patent: Page/Page column 91-92 ;
反应条件
1.1: 50 h / 150 °C 2.1: sodium hydroxide; water / 1 h / 20 - 120 °C 2.2: pH ~ 4 - ~ 5 / Cooling with ice 3.1: chlorosulfonic acid / dichloromethane / 2 h / 20 °C / Cooling with ice 3.2: pH ~ 6 - ~ 11 4.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 5.1: hydrogen; acetic acid / palladium 10 on activated carbon / methanol / 72 h 5.2: pH ~ 10 View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
反应条件
1.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 2.1: hydrogen; acetic acid / palladium 10 on activated carbon / methanol / 72 h 2.2: pH ~ 10 View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
反应条件
1: 67 percent / DIEA / CH2Cl2 2: 95 percent / LDA 3: 52 percent / aq. HCl 4: 99 percent / L-proline 5: 74 percent / H2 / Pd/C / ethanol View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 95 percent / LDA 2: 52 percent / aq. HCl 3: 99 percent / L-proline 4: 74 percent / H2 / Pd/C / ethanol View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 52 percent / aq. HCl 2: 99 percent / L-proline 3: 74 percent / H2 / Pd/C / ethanol View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1.1: chlorosulfonic acid / dichloromethane / 2 h / 20 °C / Cooling with ice 1.2: pH ~ 6 - ~ 11 2.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 3.1: hydrogen; acetic acid / palladium 10 on activated carbon / methanol / 72 h 3.2: pH ~ 10 View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
反应条件
1: With L-proline in ethanol 16 h; Reflux; 2: With 1 Pd/C; hydrogen in ethanol T=20°C;
参考文献
Harris, Craig S.; Germain, Herve; Pasquet, Georges
Tetrahedron Letters, 2008 , vol. 49, # 41 p. 5946 - 5949
反应条件
1.1: sodium hydroxide; water / 1 h / 120 °C 1.2: pH 4 - 5 / Cooling with ice 2.1: chlorosulfonic acid / dichloromethane / 2 h / 20 °C / Cooling with ice 2.2: pH ~ 6 2.3: pH ~ 10 - 11 3.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 4.1: hydrogen; acetic acid / palladium 10 on activated carbon / methanol / 72 h 4.2: pH ~ 10 View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
