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
sulfuric acid; acetic acid
2.5 h; RefluxInert atmosphere;
参考文献
XUE, LIANG; Chan, William K.; Linnet, Stan W.; Linnet, Timothy N.
Patent: US2012/322816 A1, 2012 ;
Location in patent: Page/Page column 11-12 ;
反应条件
1: H2 / Raney Ni / ethanol / 6 h / 80 °C / 58840.6 Torr
2: 1.) aq. KOH, 2.) aq. CH3COOH / 1.) RT, overnight, 2.) 0 deg C, 4 h
3: 90percent aq. HCOOH / 1 h / Heating
View Scheme
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
反应条件
hydrogenchloride in isopropyl alcohol
3 h; Heating;
参考文献
Tokmakov, G. P.; Zemyanova. T. G.; Grandberg, I. I.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1984 , vol. 20, # 1 p. 47 - 51
Khimiya Geterotsiklicheskikh Soedinenii, 1984 , vol. 20, # 1 p. 56 - 60
反应条件
1: HCOOH / H2O / 3 h / Heating
View Scheme
参考文献
Decker, Michael
European Journal of Medicinal Chemistry, 2005 , vol. 40, # 3 p. 305 - 313
反应条件
boron trifluoride diethyl etherate
T=0 - 20°C; Inert atmosphereNeat (no solvent);
参考文献
Judd, Katie E.; Mahon, Mary F.; Caggiano, Lorenzo
Synthesis, 2009 , # 16 p. 2809 - 2817
参考文献
Hamid, Abdulkareem; Oulyadi, Hassan; Daich, Adam
Tetrahedron, 2006 , vol. 62, # 26 p. 6398 - 6404
反应条件
1: KOH
2: HCOOH / H2O / 3 h / Heating
View Scheme
参考文献
Decker, Michael
European Journal of Medicinal Chemistry, 2005 , vol. 40, # 3 p. 305 - 313
反应条件
1: H2 / 10percent Ru/C / methanol / 24 h / 50 °C / 2250.2 Torr
2: 1.) oxalyl chloride, DMSO, 2.) Et3N / 1.) CH2Cl2, 15 min, 2.) room temperature
3: 96 percent / ethanol; CH2Cl2 / 0.25 h / Heating
4: 56 percent / formic acid / 0.33 h / Heating
View Scheme
参考文献
Herdeis, Claus; Bissinger, Gerhard
Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1987 , vol. 42, # 6 p. 785 - 790
反应条件
1: KOH / H2O / 0 °C
2: 85 percent / 98percent formic acid / Heating
View Scheme
参考文献
Luis,S.V.; Burguete,M.I.
Tetrahedron, 1991 , vol. 47, p. 1737
反应条件
1.1: ammonium acetate / Reflux
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / Reflux; Inert atmosphere
3.1: sodium carbonate / chloroform
4.1: polyphosphoric acid / 1 h / 120 °C
4.2: Cooling with ice
View Scheme
参考文献
NOVARTIS AG; BOCK, Mark G.; GAUL, Christoph; GUMMADI, Venkateshwar Rao; MOEBITZ, Henrik; SENGUPTA, Saumitra
Patent: WO2012/35078 A1, 2012 ;
WO 2012/035078 A1
