5-羟基-2-甲氧基苯甲醛合成路线 (共 9 条)
反应条件
hydrogenchloride in tetrahydrofuran; water T=50°C; 1 h; Inert atmosphere;
参考文献
GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley
Patent: WO2013/102142 A1, 2013 ;
Location in patent: Paragraph 0193 ;
反应条件
3,4,5,6-tetramethyl-t-Bu-X-Phos; potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0) in 1,4-dioxane; water T=80°C; 18 h;
参考文献
Anderson, Kevin W.; Ikawa, Takashi; Tundel, Rachel E.; Buchwald, Stephen L.
Journal of the American Chemical Society, 2006 , vol. 128, # 33 p. 10694 - 10695
反应条件
hydrogenchloride in methanol 5 h; Heating;
参考文献
Scarpati, Maria Luisa; Bianco, Armandodoriano; Mascitelli, Livia; Passacantilli, Pietro
Synthetic Communications, 1990 , vol. 20, # 17 p. 2565 - 2572
反应条件
1: 2,5-dihydroxy-benzaldehyde With potassium carbonate in N,N-dimethyl-formamide T=25°C; 0.5 h; 2: methyl iodide in N,N-dimethyl-formamide T=25°C; 20 h;
参考文献
Amorati, Riccardo; Menichetti, Stefano; Viglianisi, Caterina; Foti, Mario C.
Chemical Communications, 2012 , vol. 48, # 97 p. 11904 - 11906
反应条件
1: TiCl4 / CH2Cl2 / 0.5 h / 20 °C 2: 23 g / 12 N aq. HCl / ethyl acetate / 0.5 h / 0 °C 3: 65 percent / 2 N aq. HCl / methanol / 6 h / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 1 p. 233 - 241
反应条件
1: 92 percent / pyridine / CH2Cl2 / 0.75 h / 20 °C 2: TiCl4 / CH2Cl2 / 0.5 h / 20 °C 3: 23 g / 12 N aq. HCl / ethyl acetate / 0.5 h / 0 °C 4: 65 percent / 2 N aq. HCl / methanol / 6 h / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 1 p. 233 - 241
反应条件
1.1: diisopropylamine / tetrahydrofuran / 3 h / -40 - 0 °C / |Inert atmosphere 1.2: 1 h / -40 °C / |Inert atmosphere 1.3: |Inert atmosphere 2.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 50 °C / |Inert atmosphere View Scheme
反应条件
dihydrogen peroxide; iron(II) sulfate
参考文献
Monatshefte fuer Chemie, , vol. 102, p. 425 - 430
反应条件
1: toluene / Reflux 2: boron tribromide / dichloromethane / Reflux View Scheme
参考文献
Shen, Qiong; Shao, Jialiang; Peng, Quan; Zhang, Wanjin; Ma, Lin; Chan, Albert S. C.; Gu, Lianquan
Journal of Medicinal Chemistry, 2010 , vol. 53, # 23 p. 8252 - 8259