1-环丙基-6,7-二氟-1,4-二氢-8-甲氧基-4-氧代-3-喹啉羧酸合成路线 (共 15 条)
反应条件
sulfuric acid; acetic acid in water 2 h; Reflux;
参考文献
Li, Fei; Zhang, Jie; Jiang, Yu; Jin, Lei; Zhang, Chuan
Asian Journal of Chemistry, 2013 , vol. 25, # 11 p. 6079 - 6082
反应条件
potassium chloride in acetone Heating / reflux; Product distribution / selectivity;
参考文献
WO2006/4561 A1, ;
Page/Page column title page; 4; 12-13 ;
反应条件
NAF in N,N-dimethyl-formamide
参考文献
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, , vol. 121, p. 254 - 258
反应条件
water; potassium carbonate 0.5 h; Heating / reflux; Product distribution / selectivity;
参考文献
WO2006/4561 A1, ;
Page/Page column title page; 4; 12-13 ;
反应条件
hydrogenchloride; calcium chloride in water; dimethyl sulfoxide T=-5 - 25°C; pH=4; 3.5 h;
参考文献
KRKA, TOVARNA ZDRAVIL, D.D., NOVO MESTO
Patent: WO2006/4561 A1, 2006 ;
Location in patent: Page/Page column title page; 4; 12-13 ;
反应条件
1: 1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid With 1,1,1,3,3,3-hexamethyl-disilazane in acetonitrile T=76 - 80°C; 1 h; Heating / reflux; 2: With boron trifluoride diethyl etherate in acetonitrile T=0 - 25°C; 2 h; 3: rac-2-methylpiperazine With triethylamine in acetonitrile T=15 - 25°C; pH=~ 9; 3 h;
参考文献
QUIMICA SINTETICA, S.A.
Patent: WO2005/47262 A1, 2005 ;
Location in patent: Page/Page column 7-8 ;
反应条件
1: With boron trifluoride-tetrahydrofuran complex; triethylamine in acetonitrile T=20°C; 25 h; 2: With methanol 5 h; Reflux; 3: With sodium hydroxide in methanol; water T=20°C; pH=7; 16 h;
参考文献
Daiichi Sankyo Company, Limited
Patent: EP2130827 A1, 2009 ;
Location in patent: Page/Page column 12 ;
反应条件
1: acetonitrile / 1 h / 70 - 80 °C / |Inert atmosphere; |Large scale 2: 1 h / 0 - 15 °C / |Large scale 3: triethylamine / acetonitrile / 12 h / 15 - 25 °C / pH 8.5 - 9.5 / |Large scale 4: acetonitrile; methanol / 5 h / 0 - 65 °C / |Large scale View Scheme
参考文献
Villasante, F. Javier; Gude, Lourdes; Fernandez, Sara P.; Alonso, Olga; Garcia, Elena; Cosme, Antonio
Organic Process Research and Development, 2008 , vol. 12, # 5 p. 900 - 903
反应条件
1: 1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid With 1,1,1,3,3,3-hexamethyl-disilazane in acetonitrile T=76 - 80°C; 1 h; Heating / reflux; 2: With boron trifluoride diethyl etherate in acetonitrile T=0 - 25°C; 2 h; 3: rac-2-methylpiperazine With triethylamine in acetonitrile T=15 - 25°C; pH=~ 9; 3 h;
参考文献
QUIMICA SINTETICA, S.A.
Patent: WO2005/47262 A1, 2005 ;
Location in patent: Page/Page column 7-8 ;
反应条件
1: With boron trifluoride-tetrahydrofuran complex; triethylamine in acetonitrile T=20°C; 25 h; 2: With methanol 5 h; Reflux; 3: With sodium hydroxide in methanol; water T=20°C; pH=7; 16 h;
参考文献
Daiichi Sankyo Company, Limited
Patent: EP2130827 A1, 2009 ;
Location in patent: Page/Page column 12 ;