2-溴-3-硝基苯甲酸甲酯合成路线 （共 41 条）
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: 2.) sodium cyanoborohydride / 1.) methanol, RT, 3.5 h, 2.) reflux 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: 44 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: 45 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: 73 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: 32 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: 2.) sodium cyanoborohydride / 1.) methanol, RT, 3.5 h, 2.) reflux 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: 28 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: 56 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
tin(ll) chloride in methanol; water 2 h; Heating / reflux;
参考文献
PFIZER INC.
Patent: WO2004/63198 A1, 2004 ;
Location in patent: Page 77 ;
WO 2004/063198 A1
参考文献
Eli Lilly and Company
Patent: US6177440 B1, 2001 ;
