2,3,4,9-四氢-1H-吡啶并[3,4-b]吲哚-1-酮合成路线 （共 43 条）
反应条件
1: trichlorophosphate / 1.17 h / 0 - 20 °C
2: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C
3: ammonium acetate / |Reflux
4: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / |Inert atmosphere; |Reflux
5: sodium carbonate / chloroform
6: polyphosphoric acid / 1 h / 120 °C
View Scheme
参考文献
NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra
Patent: US2014/45872 A1, 2014 ;
反应条件
1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C
2: ammonium acetate / |Reflux
3: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / |Inert atmosphere; |Reflux
4: sodium carbonate / chloroform
5: polyphosphoric acid / 1 h / 120 °C
View Scheme
参考文献
NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra
Patent: US2014/45872 A1, 2014 ;
反应条件
in acetic acid
120 h; Heating; Yield given. Title compound not separated from byproducts;
参考文献
Kalaus, Gyoergy; Gyoery, Peter; Kajtar-Peredy, Maria; Radics, Lajos; Szabo, Lajos; Szantay, Csaba
Chemische Berichte, 1981 , vol. 114, # 4 p. 1476 - 1483
参考文献
Gynther, Jukka
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1988 , vol. 42, # 7 p. 433 - 441
反应条件
1.1: NaNO2; HCl / 0 °C
1.2: acetic acid / 0 °C
2.1: formic acid / 1 h / 100 °C
View Scheme
参考文献
Baruah, Bipul; Dasu, Kavitha; Vaitilingam, Balasubramanian; Mamnoor, Premkumar; Venkata, Prasanthi Penubaka; Rajagopal, Sriram; Yeleswarapu, Koteswar Rao
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 9 p. 1991 - 1994
反应条件
glycerol; recorcinol
参考文献
Abramovitch
Journal of the Chemical Society, 1956 , p. 4593,4597
反应条件
hydrogenchloride; acetic acid
参考文献
Henecka et al.
Chemische Berichte, 1957 , vol. 90, p. 1060,1067
反应条件
1: 94 percent / 10percent Pd/C / xylene / 1 h / Heating
2: 70 percent / POCl3, PhNMe2 / 24 h / Heating
3: 87 percent / Na2CO3*10H2O / Pd(Ph3P)4 / toluene; H2O; ethanol / 17 h / Heating
View Scheme
参考文献
Bracher, Franz; Hildebrand, Dirk
Liebigs Annalen der Chemie, 1992 , # 12 p. 1315 - 1320
反应条件
sodium hydroxide; acetone
参考文献
Abramovitch
Journal of the Chemical Society, 1956 , p. 4593,4597
参考文献
Guengoer, Timur; Malabre, Patrice; Teulon, Jean-Marie; Camborde, Francoise; Meignen, Joelle; et al.
Journal of Medicinal Chemistry, 1994 , vol. 37, # 25 p. 4307 - 4316
