6-溴-1,2,3,4-四氢-2-喹啉酮合成路线 （共 21 条）
反应条件
Lawesson's reagent in toluene 0.75 h; Heating;
参考文献
Occhiato, Ernesto G.; Ferrali, Alessandro; Menchi, Gloria; Guarna, Antonio; Danza, Giovanna; Comerci, Alessandra; Mancina, Rosa; Serio, Mario; Garotta, Gianni; Cavalli, Andrea; De Vivo, Marco; Recanatini, Maurizio
Journal of Medicinal Chemistry, 2004 , vol. 47, # 14 p. 3546 - 3560
反应条件
2,3-dicyano-5,6-dichloro-p-benzoquinone; trichlorophosphate in N,N-dimethyl-formamide T=20°C; Chlorination; aromatization; 6 h;
参考文献
Lee, Byoung Se; Chu, Soyoung; Lee, Byung Chul; Chi, Dae Yoon; Choe, Yearn Seong; Jeong, Kyung Ja; Jin, Changbae
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1559 - 1562
反应条件
n-butyllithium; ammonium chloride in tetrahydrofuran
参考文献
Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn
Patent: US2004/122001 A1, 2004 ;
US 20040122001 A1
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran T=20°C; 1 h; Heating / reflux; 2: With sodium hydroxide; water T=20°C;
参考文献
Smallheer, Joanne M.; Quan, Mimi L.; Wang, Shuaige; Bisacchi, Gregory S.
Patent: US2004/220206 A1, 2004 ;
Location in patent: Page 24; 32 ;
US 20040220206 A1
反应条件
1: POCl3; DDQ / dimethylformamide / 6 h / 20 °C 2: dimethylformamide / 80 °C 3: 4 M aq. H2SO4 / 80 °C View Scheme
参考文献
Lee, Byoung Se; Chu, Soyoung; Lee, Byung Chul; Chi, Dae Yoon; Choe, Yearn Seong; Jeong, Kyung Ja; Jin, Changbae
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1559 - 1562
反应条件
1: 6-Bromo-3,4-dihydro-1H-quinolin-2-one With potassium tert-butylate in N,N-dimethyl-formamide
T=0°C; 0.25 h;
2: methyl iodide in N,N-dimethyl-formamide
T=0 - 20°C;
参考文献
F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; FANTASIA, Serena Maria; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander, V.; MOHR, Peter; SCALONE, Michelangelo; TAN, Xuefei; ZHOU, Mingwei
Patent: WO2013/41591 A1, 2013 ;
Location in patent: Page/Page column 64 ;
反应条件
1.1: 79 percent / Lawesson's reagent / toluene / 0.75 h / Heating
2.1: 22 percent / K2CO3; 18-crown-6 / tetrahydrofuran / 3 h / 20 °C
3.1: toluene / 0.25 h / Heating
3.2: 42 percent / DBU / toluene / 0.33 h / Heating
View Scheme
参考文献
Occhiato, Ernesto G.; Ferrali, Alessandro; Menchi, Gloria; Guarna, Antonio; Danza, Giovanna; Comerci, Alessandra; Mancina, Rosa; Serio, Mario; Garotta, Gianni; Cavalli, Andrea; De Vivo, Marco; Recanatini, Maurizio
Journal of Medicinal Chemistry, 2004 , vol. 47, # 14 p. 3546 - 3560
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in ethanol; water; toluene
Suzuki coupling; Inert atmosphereReflux;
参考文献
Universitat des Saarlandes
Patent: US2011/112067 A1, 2011 ;
Location in patent: Page/Page column 34; 35 ;
US 20110112067 A1
反应条件
potassium hydroxide; tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide in tetrahydrofuran
48 h; Heating;
参考文献
Martinez; Walker; Hirschfeld; Bruno; Yang; Maloney
Journal of Medicinal Chemistry, 1992 , vol. 35, # 4 p. 620 - 628
反应条件
tetrakis(triphenylphosphine) palladium(0); iodine; magnesium; zinc(II) chloride
Multistep reaction;
参考文献
Alabaster; Bell; Campbell; Ellis; Henderson; Roberts; Ruddock; Samuels; Stefaniak
Journal of Medicinal Chemistry, 1988 , vol. 31, # 10 p. 2048 - 2056
