7-硝基-1,3,4,5-四氢-苯并[B]氮杂革-2-酮合成路线 (共 11 条)
反应条件
sulfuric acid; nitric acid T=90°C; 0.0833333 h;
参考文献
Tomasi, Sophie; Renault, Jacques; Martin, Benedicte; Duhieu, Stephane; Cerec, Virginie; Le Roch, Myriam; Uriac, Philippe; Delcros, Jean-Guy
Journal of Medicinal Chemistry, 2010 , vol. 53, # 21 p. 7647 - 7663
反应条件
sulfuric acid; nitric acid in water T=0 - 5°C; 0.5 h;
参考文献
WARNER-LAMBERT COMPANY LLC
Patent: WO2004/69244 A1, 2004 ;
Location in patent: Page/Page column 104 ;
反应条件
sulfuric acid; nitric acid T=0 - 5°C;
参考文献
Johnson, Paul D.; Aristoff, Paul A.; Zurenko, Gary E.; Schaadt, Ronda D.; Yagi, Betty H.; Ford, Charles W.; Hamel, Judith C.; Stapert, Douglas; Moerman, Judy K.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 23 p. 4197 - 4200
反应条件
sulfuric acid; nitric acid Title compound not separated from byproducts;
参考文献
Osadchii, S. A.; Kochubei, N. V.
Russian Journal of Applied Chemistry, 1994 , vol. 67, # 11.2 p. 1674 - 1676
Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1994 , vol. 67, # 11 p. 1909 - 1911
反应条件
1: polyphosphoric acid 2: 60 percent / HNO3,H2SO4 View Scheme
参考文献
Osadchii, S. A.; Kochubei, N. V.
Russian Journal of Applied Chemistry, 1994 , vol. 67, # 11.2 p. 1674 - 1676
Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1994 , vol. 67, # 11 p. 1909 - 1911
反应条件
2: polyphosphoric acid 3: 60 percent / HNO3,H2SO4 View Scheme
参考文献
Osadchii, S. A.; Kochubei, N. V.
Russian Journal of Applied Chemistry, 1994 , vol. 67, # 11.2 p. 1674 - 1676
Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1994 , vol. 67, # 11 p. 1909 - 1911
反应条件
hydrazine hydrate; Pd/C in ethanol 0.5 h; Heating;
参考文献
Osadchii, S. A.; Kochubei, N. V.
Russian Journal of Applied Chemistry, 1994 , vol. 67, # 11.2 p. 1674 - 1676
Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1994 , vol. 67, # 11 p. 1909 - 1911
反应条件
1: reducing agent View Scheme
参考文献
Buege, Axel; Locke, Christian; Koehler, Thomas; Nuhn, Peter
Archiv der Pharmazie (Weinheim, Germany), 1994 , vol. 327, # 2 p. 99 - 104
反应条件
1: With dimethylsulfide borane complex in tetrahydrofuran
T=20 - 40°C; 16.25 h;
2: With hydrogenchloride in tetrahydrofuran
T=10°C;
参考文献
WARNER-LAMBERT COMPANY LLC
Patent: WO2004/69245 A1, 2004 ;
Location in patent: Page/Page column 105 ;
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: 10 palladium on activated carbon; hydrazine hydrate / ethanol / 60 °C
View Scheme
参考文献
SANOFI; CARRY, Jean-Christophe; CHATREAUX, Fabienne; DEPRETS, Stéphanie; DUCLOS, Olivier; LEROY, Vincent; MALLART, Sergio; MELON-MANGUER, Dominique; MENDEZ-PEREZ, Maria; VERGNE, Fabrice
Patent: WO2013/150036 A1, 2013 ;