7-碘-3,4-二氢异喹啉-1(2H)-酮合成路线 （共 12 条）
反应条件
hydrogenchloride; potassium iodide; sodium nitrite in water
参考文献
Hutchinson, John H.; Cook, Jacquelynn J.; Brashear, Karen M.; Breslin, Michael J.; Glass, Joan D.; Gould, Robert J.; Halczenko, Wasyl; Holahan, Marie A.; Lynch, Robert J.; Sitko, Gary R.; Stranieri, Maria T.; Hartman, George D.
Journal of Medicinal Chemistry, 1996 , vol. 39, # 23 p. 4583 - 4591
反应条件
1: With hydrogenchloride; sodium nitrite in water
T=0°C; 0.25 h;
2: With copper(l) iodide; potassium iodide in dichloromethane; water
T=20°C;
参考文献
NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra
Patent: US2014/45872 A1, 2014 ;
Location in patent: Paragraph 0579 ;
反应条件
1: 95 percent / fuming HNO3, conc. H2SO4 / 0.5 h / 0 °C
2: 93 percent / H2 / 10percent Pd/C / methanol
3: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h
View Scheme
参考文献
Girard; Atkinson; Belanger; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3220 - 3234
反应条件
1: 93 percent / H2 / 10percent Pd/C / methanol
2: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h
View Scheme
参考文献
Girard; Atkinson; Belanger; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3220 - 3234
反应条件
1: 94 percent / KOH, H2O2 / H2O; methanol / 0.5 h / Ambient temperature
2: 95 percent / fuming HNO3, conc. H2SO4 / 0.5 h / 0 °C
3: 93 percent / H2 / 10percent Pd/C / methanol
4: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h
View Scheme
参考文献
Girard; Atkinson; Belanger; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3220 - 3234
反应条件
1: 57 percent / PPA / 0.25 h / 145 °C
2: 94 percent / KOH, H2O2 / H2O; methanol / 0.5 h / Ambient temperature
3: 95 percent / fuming HNO3, conc. H2SO4 / 0.5 h / 0 °C
4: 93 percent / H2 / 10percent Pd/C / methanol
5: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h
View Scheme
参考文献
Girard; Atkinson; Belanger; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3220 - 3234
反应条件
1: 86 percent / conc. HCl / methanol / 0.08 h / Heating
2: 93 percent / H2 / 10percent Pd/C / methanol
3: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h
View Scheme
参考文献
Girard; Atkinson; Belanger; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3220 - 3234
反应条件
1.1: polyphosphoric acid / 6 h / 115 - 120 °C
2.1: potassium nitrate; sulfuric acid / 3 h / 0 - 20 °C
2.2: 20 °C
3.1: hydrogen / palladium 10 on activated carbon / methanol / 3.5 h / 20 °C / Inert atmosphere
4.1: hydrogenchloride; sodium nitrite / water / 0.25 h / 0 °C
4.2: 20 °C
View Scheme
参考文献
NOVARTIS AG; BOCK, Mark G.; GAUL, Christoph; GUMMADI, Venkateshwar Rao; MOEBITZ, Henrik; SENGUPTA, Saumitra
Patent: WO2012/35078 A1, 2012 ;
WO 2012/035078 A1
反应条件
1.1: sodium carbonate / chloroform / 0 - 20 °C
2.1: polyphosphoric acid / 4 h / 120 °C
3.1: potassium nitrate; sulfuric acid / 0 - 20 °C
4.1: hydrogen; palladium 10 on activated carbon / methanol / 3.5 h / 20 °C
5.1: hydrogenchloride; sodium nitrite / water / 0.25 h / 0 °C
5.2: 20 °C
View Scheme
参考文献
NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra
Patent: US2014/45872 A1, 2014 ;
反应条件
hydrogenchloride; potassium iodide; sodium nitrite
1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h; Yield given. Multistep reaction. Title compound not separated from byproducts;
参考文献
Girard; Atkinson; Belanger; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3220 - 3234
