3-甲基-2-苯基-4-喹啉羧酸合成路线 （共 10 条）
反应条件
hydrogenchloride in acetic acid T=105°C; 16 h;
参考文献
Lackey; Sternbach
Synthesis, 1993 , # 10 p. 993 - 997
反应条件
1.1: oxalyl chloride / CH2Cl2 / 0.5 h / 20 °C 1.2: DMF / CH2Cl2 / 0.5 h 2.1: CH2Cl2 / 18 h 3.1: 70 percent / NBS; dibenzoylperoxide / acetonitrile / 28 h / Heating View Scheme
参考文献
GLAXOSMITHKLINE LLC; BROOKS, Carl, A.; CHEUNG, Mui; EIDAM, Hilary, S.; FOX, Ryan, M; HILFKER, Mark, A.; MANAS, Eric, S.; YE, Guosen
Patent: WO2011/119704 A1, 2011 ;
反应条件
1: 56.4 percent / NaOMe / methanol / 2 h / Heating
2: 35percent H2O2 / acetic acid / 7 h / 90 - 95 °C
3: acetone / 30 h / Irradiation
4: 32.1 percent / methanol / 2 h / 100 °C / in a sealed tube
5: methanol / 4 h / 100 °C / Heating; in a sealed tube
View Scheme
参考文献
Kaneko; Fujii; Kawai; et al.
Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 4 p. 1157 - 1171
反应条件
1: thionyl chloride / 3 h / Heating
2: 14 g / CH2Cl2 / 3 h / 20 °C
3: 78 percent / N-bromosuccinimide; benzoyl peroxide / CCl4 / 3 h / Heating
4: 93 percent / 2-nitropropane; sodium / ethanol / 3 h / Heating
View Scheme
参考文献
Boa, Andrew N.; Canavan, Shane P.; Hirst, Paul R.; Ramsey, Christopher; Stead, Andrew M.W.; McConkey, Glenn A.
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 6 p. 1945 - 1967
反应条件
1.1: thionyl chloride / 3 h / Heating
2.1: 14 g / CH2Cl2 / 3 h / 20 °C
3.1: 78 percent / N-bromosuccinimide; benzoyl peroxide / CCl4 / 3 h / Heating
4.1: 93 percent / 2-nitropropane; sodium / ethanol / 3 h / Heating
5.1: potassium tert-butoxide / 2-methyl-propan-2-ol / 0.33 h / 30 °C
5.2: 78 percent / 2-methyl-propan-2-ol / 30 h / 30 °C
View Scheme
参考文献
Boa, Andrew N.; Canavan, Shane P.; Hirst, Paul R.; Ramsey, Christopher; Stead, Andrew M.W.; McConkey, Glenn A.
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 6 p. 1945 - 1967
反应条件
in methanol; hexanes; dichloromethane
T=0 - 20°C; 1 h;
参考文献
GLAXOSMITHKLINE LLC; BROOKS, Carl, A.; CHEUNG, Mui; EIDAM, Hilary, S.; FOX, Ryan, M; HILFKER, Mark, A.; MANAS, Eric, S.; YE, Guosen
Patent: WO2011/119704 A1, 2011 ;
Location in patent: Page/Page column 50 ;
反应条件
in methanol; dichloromethane; N,N-dimethyl-formamide
参考文献
Farina, Carlos; Gagliardi, Stefania; Giardina, Giuseppe; Grugni, Mario; Martinelli, Marisa; Nadler, Guy Marguerite Maria Gerard
Patent: US2004/97518 A1, 2004 ;
US 20040097518 A1
反应条件
sodium methylate in methanol
2 h; Heating;
参考文献
Kaneko; Fujii; Kawai; et al.
Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 4 p. 1157 - 1171
反应条件
1.1: oxalyl chloride / CH2Cl2 / 0.5 h / 20 °C
1.2: DMF / CH2Cl2 / 0.5 h
2.1: CH2Cl2 / 18 h
View Scheme
参考文献
John
Journal fuer Praktische Chemie (Leipzig), 1931 , vol. <2> 131, p. 314,318
反应条件
1: thionyl chloride / 3 h / Heating
2: 24.0 g / triethylamine / 18 h / 20 °C
View Scheme
参考文献
John
Journal fuer Praktische Chemie (Leipzig), 1931 , vol. <2> 131, p. 314,318
