4-羟基-3-甲氧基苯甲腈合成路线 (共 46 条)
反应条件
1: alkali 2: nitric acid / 20 °C View Scheme
参考文献
Keffler
Journal of the Chemical Society, 1921 , vol. 119, p. 1478
反应条件
1: 91 percent / imidazole / dimethylformamide / 20 °C 2: LiAlH4 / tetrahydrofuran / 20 °C 3: 4-DMAP; pyridine / CH2Cl2 / 0 - 20 °C 4: 81 percent / TBAF / tetrahydrofuran View Scheme
参考文献
Carr, James L.; Wease, Kerrie N.; Van Ryssen, Michael P.; Paterson, Suzanne; Agate, Ben; Gallagher, Katherine A.; Brown, C. Tom A.; Scott, Roderick H.; Conway, Stuart J.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 1 p. 208 - 212
参考文献
Hoechst Marion Roussel, Inc.
Patent: US5776963 A1, 1998 ;
参考文献
Strupczewski; Bordeau; Chiang; Glamkowski; Conway; Corbett; Hartman; Szewczak; Wilmot; Helsley
Journal of Medicinal Chemistry, 1995 , vol. 38, # 7 p. 1119 - 1131
反应条件
1: HCl / Ambient temperature 2: NH3 / methanol / 3 h / Ambient temperature View Scheme
参考文献
Yaegashi; Nunomura; Okutome; Nakayama; Kurumi; Sakurai; Aoyama; Fujii
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 11 p. 4466 - 4477
反应条件
1.1: potassium carbonate / acetone / 0.08 h / 25 - 30 °C 1.2: 12.5 h / 25 - 30 °C / Reflux 2.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 9 h / 30 - 90 °C 3.1: copper(l) chloride / toluene; diethyl ether / 2 h / Reflux 3.2: 2 h / 25 °C / Reflux View Scheme
参考文献
SYMED LABS LIMITED; MOHAN RAO, dodda; KRISHNA REDDY, pingili; VENKAT REDDY, buthukuri
Patent: WO2012/32532 A1, 2012 ;
反应条件
potassium phosphate buffer; lyophilized Zea mays nitrilase ZmNIT2 EC 3.5.5.1 in water T=30°C; pH=7.15; 14 h; Title compound not separated from byproducts;
参考文献
Mukherjee, Chandrani; Zhu, Dunming; Biehl, Edward R.; Parmar, Rajiv R.; Hua, Ling
Tetrahedron, 2006 , vol. 62, # 26 p. 6150 - 6154
参考文献
Mameli
Gazzetta Chimica Italiana, 1907 , vol. 37 II, p. 378
反应条件
1: ethanol. NaOEt / 48 h / Heating 2: HCl (gas) / benzene / 72 h / Ambient temperature 3: ethanol. NH3 / 6 h / 50 °C View Scheme
参考文献
Tidwell; Jones; Geratz; Ohemeng; Cory; Hall
Journal of Medicinal Chemistry, 1990 , vol. 33, # 4 p. 1252 - 1257
反应条件
1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: nitric acid; acetic anhydride / 0 - 20 °C 3: water; iron; ammonium chloride / isopropyl alcohol / Reflux 4: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C 5: dihydrogen peroxide; sodium hydroxide / ethanol; water / 2 h / Reflux 6: N,N-diethylaniline; trichlorophosphate / 4 h / Reflux 7: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.25 h / 160 °C / Microwave irradiation 8: palladium 10 on activated carbon; cyclohexa-1,4-diene / ethanol / 2 h / Reflux 9: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme
参考文献
Liu, Feng; Barsyte-Lovejoy, Dalia; Allali-Hassani, Abdellah; He, Yunlong; Herold, J. Martin; Chen, Xin; Yates, Christopher M.; Frye, Stephen V.; Brown, Peter J.; Huang, Jing; Vedadi, Masoud; Arrowsmith, Cheryl H.; Jin, Jian
Journal of Medicinal Chemistry, 2011 , vol. 54, # 17 p. 6139 - 6150