2-溴-3-硝基苯甲酸甲酯合成路线 (共 41 条)
反应条件
hydrogen; platinum Catalytic hydrogenation; dehalogenation; reduction;
参考文献
Tetrahedron, , vol. 56, # 2 p. 165 - 173
反应条件
1: 89 percent / N,N-dimethyl-acetamide / 4.5 h / 100 °C 2: H2; acetic acid / Pd/C / ethyl acetate / 2585.81 Torr View Scheme
参考文献
Skalitzky, Donald J.; Marakovits, Joseph T.; Maegley, Karen A.; Ekker, Anne; Yu, Xiao-Hong; Hostomsky, Zdenek; Webber, Stephen E.; Eastman, Brian W.; Almassy, Robert; Li, Jianke; Curtin, Nicola J.; Newell, David R.; Calvert, A. Hilary; Griffin, Roger J.; Golding, Bernard T.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 2 p. 210 - 213
反应条件
1: Na2CO3 / butan-1-ol / 1.5 h / Heating 2: 93 percent / 2-hydroxypyridine / xylene / 19 h / Heating 3: lithium aluminum hydride, conc. H2SO4 / tetrahydrofuran / 24 h 4: 71 percent / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) RT, 1 h 5: 87 percent / H2 / 10percent Pd/C / acetic acid / 6 h / 42 °C / 3102.9 Torr 6: 60 percent / potassium iodide, sodium carbonate / dimethylformamide / 22.5 h / Ambient temperature View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 34, # 2 p. 746 - 751
反应条件
1: Na2CO3 / butan-1-ol / 1.5 h / Heating 2: 93 percent / 2-hydroxypyridine / xylene / 19 h / Heating 3: lithium aluminum hydride, conc. H2SO4 / tetrahydrofuran / 24 h 4: 71 percent / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) RT, 1 h 5: 87 percent / H2 / 10percent Pd/C / acetic acid / 6 h / 42 °C / 3102.9 Torr 6: 50 percent / potassium iodide, sodium carbonate / dimethylformamide / 22.5 h / Ambient temperature View Scheme
参考文献
Kukla, Michael J.; Breslin, Henry J.; Pauwels, Rudi; Fedde, Cynthia L.; Miranda, Milton; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 2 p. 746 - 751
反应条件
1: Na2CO3 / butan-1-ol / 1.5 h / Heating 2: 93 percent / 2-hydroxypyridine / xylene / 19 h / Heating 3: lithium aluminum hydride, conc. H2SO4 / tetrahydrofuran / 24 h 4: 71 percent / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) RT, 1 h 5: 87 percent / H2 / 10percent Pd/C / acetic acid / 6 h / 42 °C / 3102.9 Torr 6: 21 percent / potassium iodide, sodium carbonate / dimethylformamide / 22.5 h / Ambient temperature View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 34, # 2 p. 746 - 751
反应条件
1: Na2CO3 / butan-1-ol / 1.5 h / Heating 2: 93 percent / 2-hydroxypyridine / xylene / 19 h / Heating 3: lithium aluminum hydride, conc. H2SO4 / tetrahydrofuran / 24 h 4: 71 percent / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) RT, 1 h 5: 87 percent / H2 / 10percent Pd/C / acetic acid / 6 h / 42 °C / 3102.9 Torr 6: 40 percent / hydroxybenztriazole / dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 d View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 34, # 2 p. 746 - 751
反应条件
1: Na2CO3 / butan-1-ol / 1.5 h / Heating 2: 93 percent / 2-hydroxypyridine / xylene / 19 h / Heating 3: lithium aluminum hydride, conc. H2SO4 / tetrahydrofuran / 24 h 4: 71 percent / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) RT, 1 h 5: 87 percent / H2 / 10percent Pd/C / acetic acid / 6 h / 42 °C / 3102.9 Torr 6: 15 percent / potassium iodide, sodium carbonate / dimethylformamide / 22.5 h / Ambient temperature View Scheme
参考文献
Kukla, Michael J.; Breslin, Henry J.; Pauwels, Rudi; Fedde, Cynthia L.; Miranda, Milton; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 2 p. 746 - 751
反应条件
1: Na2CO3 / butan-1-ol / 1.5 h / Heating 2: 93 percent / 2-hydroxypyridine / xylene / 19 h / Heating 3: lithium aluminum hydride, conc. H2SO4 / tetrahydrofuran / 24 h 4: 71 percent / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) RT, 1 h 5: 87 percent / H2 / 10percent Pd/C / acetic acid / 6 h / 42 °C / 3102.9 Torr 6: 60 percent / potassium iodide, sodium carbonate / dimethylformamide / 22.5 h / Ambient temperature View Scheme
参考文献
Kukla, Michael J.; Breslin, Henry J.; Pauwels, Rudi; Fedde, Cynthia L.; Miranda, Milton; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 2 p. 746 - 751
反应条件
copper T=220°C; Erwaermen des Reaktionsprodukts mit wss.-aethanol. Natronlauge;
参考文献
Adams; Hale
Journal of the American Chemical Society, 1939 , vol. 61, p. 2825,2827
反应条件
1: Na2CO3 / butan-1-ol / 1.5 h / Heating
2: 93 percent / 2-hydroxypyridine / xylene / 19 h / Heating
3: lithium aluminum hydride, conc. H2SO4 / tetrahydrofuran / 24 h
4: 71 percent / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) RT, 1 h
5: 87 percent / H2 / 10percent Pd/C / acetic acid / 6 h / 42 °C / 3102.9 Torr
6: 39 percent / potassium iodide, sodium carbonate / dimethylformamide / 22.5 h / Ambient temperature
View Scheme
参考文献
Kukla, Michael J.; Breslin, Henry J.; Pauwels, Rudi; Fedde, Cynthia L.; Miranda, Milton; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 2 p. 746 - 751