2-氧代-1,2-二氢喹啉-3-羧酸乙酯合成路线 (共 16 条)
反应条件
sodium hydroxide in methanol T=60°C; 12 h;
参考文献
Shi, Jiandong; Xiao, Zili; Ihnat, Michael A.; Kamat, Chandrashekhar; Pandit, Bulbul; Hu, Zhigen; Li, Pui-Kai
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 6 p. 1187 - 1189
反应条件
trichlorophosphate in diethyl ether 4 h; Reflux;
参考文献
MERZ PHARMA GMBH andamp; CO KGAA; HENRICH, Markus; BAUER, Angela; NAGAL, Jens; SLADEK, Meik; PARSONS, Christopher, Graham, Raphael; DANYSZ, Wojciech; KRAUSS, Valerjans; ROZHKOVS, Jevgenijs; STARCHENKOVS, Igors; TRIFANOVA, Dina
Patent: WO2010/37533 A1, 2010 ;
Location in patent: Page/Page column 48 ;
反应条件
hydrogen; nickel in ethanol
T=20°C; 12 h;
参考文献
Stover, James S.; Shi, Jin; Jin, Wei; Vogt, Peter K.; Boger, Dale L.
Journal of the American Chemical Society, 2009 , vol. 131, p. 3342 - 3348
反应条件
piperidine in isopropyl alcohol
2 h; Heating;
参考文献
Ukrainets, I. V.; Taran, S. G.; Gorokhova, O. V.; Marusenko, N. A.; Kovalenko, S. N.; et al.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1995 , vol. 31, # 2 p. 167 - 175
Khimiya Geterotsiklicheskikh Soedinenii, 1995 , # 2 p. 195 - 203
反应条件
1: iron; acetic acid / aq. ethanol / 0.08 h / Heating
2: pyridine / benzene / 0.17 h / 20 °C
3: K2CO3 / dimethylformamide / 60 °C
View Scheme
参考文献
Park, Kwanghee Koh; Jung, Jin Young
Heterocycles, 2005 , vol. 65, # 9 p. 2095 - 2105
反应条件
1: 63 percent / KHCO3 / acetic anhydride / 2 h / Heating
2: 48.5 g / H2 / Raney Ni / ethanol
View Scheme
参考文献
Hutt, Marland P.; MacKellar, Forrest A.
Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 349 - 352
反应条件
1: pyridine / benzene / 0.17 h / 20 °C
2: K2CO3 / dimethylformamide / 60 °C
View Scheme
参考文献
Park, Kwanghee Koh; Jung, Jin Young
Heterocycles, 2005 , vol. 65, # 9 p. 2095 - 2105
反应条件
1: piperidine; acetic acid / benzene / Reflux
2: palladium 10 on activated carbon; diethyl-1,4-dihydro-2,6-dimethyl-3,5-pyridine dicarboxylate; acetic acid / 15 h / 120 °C / Inert atmosphere
View Scheme
参考文献
Xing, Rui-Guang; Li, Ya-Nan; Liu, Qiang; Han, Yi-Feng; Wei, Xia; Li, Jing; Zhou, Bo
Synthesis, 2011 , # 13 p. 2066 - 2072
反应条件
n-butyllithium; N,N,N',N,-tetramethylethylenediamine
1.) hexane, THF, from -70 deg C to 5 deg C, 2 h, 2.) THF, hexane, RT, 30 min; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Gonzales, Rosario; Ramos, M. Teresa; Cuesta, Elena de la; Avendano, Carmen
Heterocycles, 1993 , vol. 36, # 2 p. 315 - 322
反应条件
1: 10.7 g / 96percent H2SO4, 70percent HNO3 / 1 h / 0 °C
2: 1.14 g / POCl3 / 2.75 h / Heating
3: 0.57 g / H2 / Raney Ni / ethanol / 22 °C / 2663.3 Torr
4: 0.17 g / CH3COOK, H2 / 20percent Pd/C / ethanol / 24 °C / 2585.7 Torr
View Scheme
参考文献
Hutt, Marland P.; MacKellar, Forrest A.
Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 349 - 352