6,9-二氯-2-甲氧基吖啶合成路线 (共 38 条)
参考文献
Gilead Sciences
Patent: US5414077 A1, 1995 ;
反应条件
sodium hydroxide T=100°C; 2 h;
参考文献
Ross, Steven A.; Pitie, Marguerite; Meunier, Bernard
European Journal of Inorganic Chemistry, 1999 , # 3 p. 557 - 563
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Inhoff, Oliver; Richards, Jonathan M.; Briet, Jan Willem; Lowe, Gordon; Krauth-Siegel, R. Luise
Journal of Medicinal Chemistry, 2002 , vol. 45, # 20 p. 4524 - 4530
反应条件
1: phenol / 110 °C 2: thionyl chloride View Scheme
参考文献
Peck et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 3984,3986
反应条件
(NH4)2CO3; phenol T=120°C; Substitution; 0.75 h;
参考文献
Bonse, Susanne; Santelli-Rouvier, Christiane; Barbe, Jacques; Krauth-Siegel, R. Luise
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5448 - 5454
反应条件
potassium hydroxide; hydrogen; oxygen; iron(II) chloride; nickel 1.) r.t., benzene, methanol; 2.) 60 deg C, 4 h; Yield given. Multistep reaction;
参考文献
Fedorow
Zhurnal Obshchei Khimii, 1956 , vol. 26, p. 591,593;engl.Ausg.S.639,641
参考文献
Bras
Zhurnal Obshchei Khimii, 1941 , vol. 11, p. 851,853
Chem.Abstr., 1942 , p. 4122
参考文献
University of Virginia Alumni Patents Foundation
Patent: US5519126 A1, 1996 ;
参考文献
Surrey et al.
Journal of the American Chemical Society, 1952 , vol. 74, p. 4102
参考文献
Hansen, John B.; Langvad, Eyvind; Frandsen, Flemming; Buchardt, Ole
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1510 - 1514
反应条件
1: 1.) hydrogen, potassium hydroxide; 2.) ferrous chloride, oxygen / 1.) Raney-nickel / 1.) r.t., benzene, methanol; 2.) 60 deg C, 4 h
2: 96 percent / KNO3 / aq. H2SO4 / 1 h / -2 - 0 °C
3: 1.) aluminium amalgame; 2.) oxygen / 1.) ethanol, 95 deg C, 1 h; 2.) 8 h
4: 1.) sodium nitrite, p-sulfanilic acid, sodium acetate; 3.) sodium dithionite, 2.5 percent sodium hydroxide / 1.) acetic acid, -2 deg C, 1 h; 2.) 33 percent aq. acetic acid, 0 deg C, 15 min; 3.) 1 h
5: 1.5 M sulfuric acid, potassium dichromate / CHCl3
6: 66 percent / bromine / CHCl3 / 24 h / Ambient temperature
View Scheme
参考文献
Renault; Giorgi-Renault; Mailliet; et al.
European Journal of Medicinal Chemistry, 1981 , vol. 16, # 1 p. 24 - 34