4-氯-6-氟-1,7-萘啶-3-甲腈合成路线 （共 10 条）
反应条件
oxalyl dichloride; N,N-dimethyl-formamide in dichloromethane 3 h; Heating / reflux;
参考文献
Wyeth Holdings Corporation
Patent: EP1171440 B1, 2004 ;
Location in patent: Page 54 ;
反应条件
1.1: 70 percent / H2 / Raney Ni / ethyl acetate 2.1: 96 percent / 2-methyl-propan-2-ol / 4 h / 40 °C 3.1: n-BuLi; tetramethylethylenediamine / diethyl ether / -78 °C 3.2: diethyl ether 4.1: methanol; CHCl3; hexane / 2 h / 0 - 20 °C 5.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 5.2: AcOH / tetrahydrofuran / -78 - 20 °C 6.1: dimethylformamide / 5 h / 20 °C 7.1: 70 percent / (COCl)2; DMF / CH2Cl2 / 2 h / Heating View Scheme
参考文献
Wissner, Allan; Hamann, Philip R.; Nilakantan, Ramaswamy; Greenberger, Lee M.; Ye, Fei; Rapuano, Timothy A.; Loganzo, Frank
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1411 - 1416
反应条件
1.1: 84 percent / KF / dimethylsulfoxide / 18 h / 70 °C 2.1: 70 percent / H2 / Raney Ni / ethyl acetate 3.1: 96 percent / 2-methyl-propan-2-ol / 4 h / 40 °C 4.1: n-BuLi; tetramethylethylenediamine / diethyl ether / -78 °C 4.2: diethyl ether 5.1: methanol; CHCl3; hexane / 2 h / 0 - 20 °C 6.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 6.2: AcOH / tetrahydrofuran / -78 - 20 °C 7.1: dimethylformamide / 5 h / 20 °C 8.1: 70 percent / (COCl)2; DMF / CH2Cl2 / 2 h / Heating View Scheme
参考文献
Wissner, Allan; Hamann, Philip R.; Nilakantan, Ramaswamy; Greenberger, Lee M.; Ye, Fei; Rapuano, Timothy A.; Loganzo, Frank
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1411 - 1416
反应条件
1.1: 96 percent / 2-methyl-propan-2-ol / 4 h / 40 °C 2.1: n-BuLi; tetramethylethylenediamine / diethyl ether / -78 °C 2.2: diethyl ether 3.1: methanol; CHCl3; hexane / 2 h / 0 - 20 °C 4.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 4.2: AcOH / tetrahydrofuran / -78 - 20 °C 5.1: dimethylformamide / 5 h / 20 °C 6.1: 70 percent / (COCl)2; DMF / CH2Cl2 / 2 h / Heating View Scheme
参考文献
Wissner, Allan; Hamann, Philip R.; Nilakantan, Ramaswamy; Greenberger, Lee M.; Ye, Fei; Rapuano, Timothy A.; Loganzo, Frank
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1411 - 1416
反应条件
1.1: n-BuLi; tetramethylethylenediamine / diethyl ether / -78 °C 1.2: diethyl ether 2.1: methanol; CHCl3; hexane / 2 h / 0 - 20 °C 3.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 3.2: AcOH / tetrahydrofuran / -78 - 20 °C 4.1: dimethylformamide / 5 h / 20 °C 5.1: 70 percent / (COCl)2; DMF / CH2Cl2 / 2 h / Heating View Scheme
参考文献
Wissner, Allan; Hamann, Philip R.; Nilakantan, Ramaswamy; Greenberger, Lee M.; Ye, Fei; Rapuano, Timothy A.; Loganzo, Frank
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1411 - 1416
反应条件
1.1: methanol; CHCl3; hexane / 2 h / 0 - 20 °C 2.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 2.2: AcOH / tetrahydrofuran / -78 - 20 °C 3.1: dimethylformamide / 5 h / 20 °C 4.1: 70 percent / (COCl)2; DMF / CH2Cl2 / 2 h / Heating View Scheme
参考文献
Wissner, Allan; Hamann, Philip R.; Nilakantan, Ramaswamy; Greenberger, Lee M.; Ye, Fei; Rapuano, Timothy A.; Loganzo, Frank
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1411 - 1416
反应条件
1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 1.2: AcOH / tetrahydrofuran / -78 - 20 °C 2.1: dimethylformamide / 5 h / 20 °C 3.1: 70 percent / (COCl)2; DMF / CH2Cl2 / 2 h / Heating View Scheme
参考文献
Wissner, Allan; Hamann, Philip R.; Nilakantan, Ramaswamy; Greenberger, Lee M.; Ye, Fei; Rapuano, Timothy A.; Loganzo, Frank
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1411 - 1416
反应条件
1: dimethylformamide / 5 h / 20 °C 2: 70 percent / (COCl)2; DMF / CH2Cl2 / 2 h / Heating View Scheme
参考文献
Wissner, Allan; Hamann, Philip R.; Nilakantan, Ramaswamy; Greenberger, Lee M.; Ye, Fei; Rapuano, Timothy A.; Loganzo, Frank
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 6 p. 1411 - 1416
反应条件
in 2-ethoxy-ethanol Heating;
参考文献
Kaila, Neelu; Green, Neal; Li, Huan-Qiu; Hu, Yonghan; Janz, Kristin; Gavrin, Lori Krim; Thomason, Jennifer; Tam, Steve; Powell, Dennis; Cuozzo, John; Hall, J. Perry; Telliez, Jean-Baptiste; Hsu, Sang; Nickerson-Nutter, Cheryl; Wang, Qin; Lin, Lih-Ling
Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 19 p. 6425 - 6442
反应条件
in ethanol 2 h; Heating / reflux;
参考文献
Wyeth Holdings Corporation
Patent: EP1171440 B1, 2004 ;
Location in patent: Page 57 ;
