1,2,3,4-四氢-6-硝基异喹啉合成路线 （共 17 条）
反应条件
1: With sulfuric acid; potassium nitrate T=0 - 20°C; 3 h; 2: With ammonia in water T=0°C; pH=10;
参考文献
CELLZOME AG
Patent: WO2009/62658 A1, 2009 ;
Location in patent: Page/Page column 36 ;
WO 2009/062658 A1
反应条件
triethylamine in dichloromethane
参考文献
PFIZER INC.
Patent: EP1181954 A2, 2002 ;
反应条件
ammonia in tetrahydrofuran T=-78 - 24°C; P=6205.8 Torr; 60 h; Yield given;
参考文献
Quallich, George J.; Makowski, Teresa W.; Sanders, Andrew F.; Urban, Frank J.; Vazquez, Enrique
Journal of Organic Chemistry, 1998 , vol. 63, # 12 p. 4116 - 4119
反应条件
hydrogenchloride in methanol; water 10 h; Heating / reflux;
参考文献
BUOLAMWINI, John, K,
Patent: WO2004/60902 A2, 2004 ;
Location in patent: Page/Page column 18 ;
WO 2004/060902 A2
反应条件
1: 70 percent / CuBr, NaOMe / 24 h / 70 °C 2: NaOH / methanol; H2O / 3 h / Ambient temperature 3: ethyl acetate / 6 h / 65 °C 4: 89 percent / NaBH4, BF3*Et2O / tetrahydrofuran / 16 h / 25 °C 5: Et3N / CH2Cl2 / 0.5 h / below 0 deg C 6: NH3 / tetrahydrofuran / 60 h / -78 - 24 °C / 6205.8 Torr View Scheme
参考文献
Quallich, George J.; Makowski, Teresa W.; Sanders, Andrew F.; Urban, Frank J.; Vazquez, Enrique
Journal of Organic Chemistry, 1998 , vol. 63, # 12 p. 4116 - 4119
反应条件
hydrogenchloride in methanol 10 h; Heating;
参考文献
Zhu, Zhengxiang; Furr, John; Buolamwini, John K.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 5 p. 831 - 837
反应条件
1.1: 50 percent / KNO3; H2SO4 / 5 - 20 °C 2.1: 94 percent / Et3N / CH2Cl2 / 1 h / Heating 3.1: FeCl3*6H2O; activated carbon / methanol / 0.33 h / Heating 3.2: 85 percent / NH2NH2*H2O / methanol / 4 h / Heating 4.1: 94 percent / TFA / CH2Cl2 / 0.25 h / Heating 5.1: H2SO4; KNO3 / 0 °C 5.2: 1.1 g / aq. HCl / methanol / 0.83 h / Heating 6.1: aq. NaNO2; aq. HCl / 2 h / 0 °C 6.2: 65 percent / aq. H3PO2 / 10 h / 40 °C 7.1: aq. HCl / methanol / 10 h / Heating View Scheme
参考文献
Zhu, Zhengxiang; Furr, John; Buolamwini, John K.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 5 p. 831 - 837
反应条件
1.1: 94 percent / Et3N / CH2Cl2 / 1 h / Heating 2.1: FeCl3*6H2O; activated carbon / methanol / 0.33 h / Heating 2.2: 85 percent / NH2NH2*H2O / methanol / 4 h / Heating 3.1: 94 percent / TFA / CH2Cl2 / 0.25 h / Heating 4.1: H2SO4; KNO3 / 0 °C 4.2: 1.1 g / aq. HCl / methanol / 0.83 h / Heating 5.1: aq. NaNO2; aq. HCl / 2 h / 0 °C 5.2: 65 percent / aq. H3PO2 / 10 h / 40 °C 6.1: aq. HCl / methanol / 10 h / Heating View Scheme
参考文献
Zhu, Zhengxiang; Furr, John; Buolamwini, John K.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 5 p. 831 - 837
反应条件
1.1: 94 percent / TFA / CH2Cl2 / 0.25 h / Heating 2.1: H2SO4; KNO3 / 0 °C 2.2: 1.1 g / aq. HCl / methanol / 0.83 h / Heating 3.1: aq. NaNO2; aq. HCl / 2 h / 0 °C 3.2: 65 percent / aq. H3PO2 / 10 h / 40 °C 4.1: aq. HCl / methanol / 10 h / Heating View Scheme
参考文献
Zhu, Zhengxiang; Furr, John; Buolamwini, John K.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 5 p. 831 - 837
反应条件
1.1: FeCl3*6H2O; activated carbon / methanol / 0.33 h / Heating 1.2: 85 percent / NH2NH2*H2O / methanol / 4 h / Heating 2.1: 94 percent / TFA / CH2Cl2 / 0.25 h / Heating 3.1: H2SO4; KNO3 / 0 °C 3.2: 1.1 g / aq. HCl / methanol / 0.83 h / Heating 4.1: aq. NaNO2; aq. HCl / 2 h / 0 °C 4.2: 65 percent / aq. H3PO2 / 10 h / 40 °C 5.1: aq. HCl / methanol / 10 h / Heating View Scheme
参考文献
Zhu, Zhengxiang; Furr, John; Buolamwini, John K.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 5 p. 831 - 837
