2-甲基-4-甲氧基苯胺合成路线 (共 58 条)
反应条件
1: tetrahydrofuran / Heating 2: 1) s-BuLi / 1) THF, cyclohexane, -40 to -20 deg C, 2) -40 deg C, 1 min 3: 1) 10percent HCl, 2) 10percent HCl / 1) EtOH, reflux, 15 min, 2) toluene, EtOH, reflux, 3 h View Scheme
参考文献
Clark; Muchowski; Fisher; Flippin; Repke; Souchet
Synthesis, 1991 , # 10 p. 871 - 878
反应条件
1: 85 percent / triethylamine / toluene / 1) reflux, 3 h, 2) room temperature, 16 h 2: 80 percent / n-butyllithium / tetrahydrofuran / 20 h / Ambient temperature View Scheme
参考文献
Salome, Christophe; Ribeiro, Nigel; Chavagnan, Thierry; Thuaud, Frederic; Serova, Maria; De Gramont, Armand; Faivre, Sandrine; Raymond, Eric; Desaubry, Laurent
European Journal of Medicinal Chemistry, 2014 , vol. 81, p. 181 - 191
反应条件
perchloric acid; ceric perchlorate in acetonitrile T=24.9°C;
参考文献
Leszczynski, L.; Dziegiec, J.
Polish Journal of Chemistry, 1994 , vol. 68, # 9 p. 1855 - 1862
反应条件
1: 1.) BCl3, TiCl4, 2.) 2 N HCl / 1.) C6H6, CH2Cl2, reflux, 3 h, 2.) C6H6, CH2Cl2, 80 deg C, 45 min 2: 86 percent / NaBH4 / dioxane; H2O / 1 h / Heating View Scheme
参考文献
Glennon, R. A.; Schubert, E.; Jacyno, J. M.; Rosecrans, J. A.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 11 p. 1222 - 1226
反应条件
4-(N,N-dimethlyamino)pyridine in acetonitrile T=25°C; 0.166667 h;
参考文献
Angewandte Chemie, , vol. 107, # 22 p. 2746 - 2749
参考文献
Chimia, , vol. 57, # 11 p. 675 - 679
反应条件
in tetrahydrofuran 2 h; Heating;
参考文献
Eli Lilly and Company
Patent: US5654326 A1, 1997 ;
US 5654326 A
反应条件
1: 1) NaNO2, 3M HCl, 2) NH4PF6 / 1) 0 to 5 deg C, 3) heating with Bunsen burner to white fumes 2: 71 percent / NBS / CCl4 / 4 h / Heating 3: 68 percent / DMSO, Na2CO3 / 21 h / 45 - 50 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 109, # 2 p. 341 - 348
反应条件
1: 1) conc. H2SO4, NaNO2, 2) CuBr, HBr / 1) H2O, 0-10 deg C, 2) H2O 2: 1) n-BuLi / 1) pentane, 5 psi, 6 h, 2) pentane, THF, 30 min View Scheme
参考文献
Young, David C.; Vouros, Paul; Holick, Michael F.; Higuchi, Tetsuo
Analytical Chemistry, 1992 , vol. 64, # 8 p. 837 - 842
反应条件
sodium hydroxide; sodium nitrite in hydrogenchloride; water
参考文献
University of Bath; University of Cincinnati, School of Medicine
Patent: US5516788 A1, 1996 ;