3,4,5-三甲氧基苯胺合成路线 (共 68 条)
反应条件
hydrogenchloride Heating;
参考文献
THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED
Patent: WO2009/114552 A1, 2009 ;
Location in patent: Page/Page column 109 ;
反应条件
1: 85 percent / triethylamine / tetrahydrofuran / 1 h / 20 °C 2: 83 percent / SnCl4 / 1,2-dichloro-ethane / 1.5 h / 20 °C 3: 64 percent / t-BuOK / tetrahydrofuran / 20 h / Heating View Scheme
参考文献
Toda, Jun; Fuse, Takako; Kishikawa, Etsuko; Ando, Naoko; Negishi, Rumi; et al.
Heterocycles, 1994 , vol. 38, # 9 p. 2091 - 2098
参考文献
Johnston; McCaleb; Opliger; Laster; Montgomery
Journal of medicinal chemistry, 1971 , vol. 14, # 17 p. 600 - 614
反应条件
pyridine in dichloromethane T=0 - 20°C; Inert atmosphere;
参考文献
Masevicius, Viktoras; Petraityte, Grazina; Tumkevicius, Sigitas
Synthesis, 2012 , vol. 44, # 9 p. 1329 - 1338
反应条件
in toluene 6 h; Heating;
参考文献
Novo Nordisk A/S
Patent: US5378714 A1, 1995 ;
US 5378714 A
参考文献
Eisai Co., Ltd.
Patent: US5037827 A1, 1991 ;
反应条件
in toluene T=100°C; Cooling with ice;
参考文献
Rose, Tristan E.; Morisseau, Christophe; Liu, Jun-Yan; Inceoglu, Bora; Jones, Paul D.; Sanborn, James R.; Hammock, Bruce D.
Journal of Medicinal Chemistry, 2010 , vol. 53, # 19 p. 7067 - 7075
反应条件
1.1: NaNO2; concd. H2SO4 / H2O / 5 - 10 °C 1.2: 70 percent / aq. CuBr / 0.5 h / Heating 2.1: nBuLi / tetrahydrofuran; hexane / 1 h / -85 °C 2.2: 64 percent / trimethylborate / tetrahydrofuran / 18 h / 20 °C View Scheme
参考文献
Wan, Jung-Chih; Huang, Jun-Min; Jhan, Yu-Huei; Hsieh, Jen-Chieh
Organic Letters, 2013 , vol. 15, # 11 p. 2742 - 2745
反应条件
tert.-butylnitrite; methanesulfonic acid; palladium diacetate in methanol T=25°C; Heck Reaction; 48 h;
参考文献
Oger, Nicolas; Le Callonnec, Francois; Jacquemin, Denis; Fouquet, Eric; Le Grognec, Erwan; Felpin, Francois-Xavier
Advanced Synthesis and Catalysis, 2014 , vol. 356, # 5 p. 1065 - 1071
反应条件
hydrogenchloride; sulfuric acid 1.) 120 deg C (2 h), 170 deg C (30 min), 2.) reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Padmanabhan, Seetharamaiyer; Reddy, N. Laxma; Durant, Graham J.
Synthetic Communications, 1997 , vol. 27, # 4 p. 691 - 699