2-氨基-3-甲氧基苯甲酸合成路线 (共 68 条)
反应条件
1: 1.) DMAP, Et3N, 2.) (NH4)2CO3 / 1.) DMF, 90 deg C, 3 h, 2.) DMF, 90 deg C, 1 h 2: 64.7 percent / POCl3, PhNMe2 / 2 h / 60 °C View Scheme
参考文献
Abe, Yoshito; Kayakiri, Hiroshi; Satoh, Shigeki; Inoue, Takayuki; Sawada, Yuki; Inamura, Noriaki; Asano, Masayuki; Aramori, Ichiro; Hatori, Chie; Sawai, Hiroe; Oku, Teruo; Tanaka, Hirokazu
Journal of Medicinal Chemistry, 1998 , vol. 41, # 21 p. 4062 - 4079
参考文献
LeMahieu; Carson; Nason; Parrish; Welton; Baruth; Yaremko
Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 420 - 425
反应条件
1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 70 °C / Inert atmosphere 2: N,N-dimethyl-formamide / 24 h / 150 °C View Scheme
参考文献
Nathubhai, Amit; Patterson, Richard; Woodman, Timothy J.; Sharp, Harriet E. C.; Chui, Miranda T. Y.; Chung, Hugo H. K.; Lau, Stephanie W. S.; Zheng, Jun; Lloyd, Matthew D.; Thompson, Andrew S.; Threadgill, Michael D.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 17 p. 6089 - 6099
参考文献
Prana Biotechnology Limited
Patent: WO2004/31161 A1, 2004 ;
Location in patent: Page 117 ;
反应条件
2: 96.6 percent / conc. H2SO4 / 6 h / Heating 3: 95.5 percent / LiAlH4 / tetrahydrofuran / 6 h / Heating View Scheme
参考文献
Costero, Ana M.; Pitarch, Miguel
Journal of Organic Chemistry, 1994 , vol. 59, # 11 p. 2939 - 2944
反应条件
1: methanol / 100 °C / im Rohr 2: fuming hydriodic acid; red phosphorus / 100 °C View Scheme
参考文献
Ewins
Journal of the Chemical Society, 1912 , vol. 101, p. 548
反应条件
1: copper(l) iodide; potassium carbonate; L-proline / 3-methyl-1-butanol / 1 h / 140 °C / Microwave irradiation 2: trichlorophosphate / 2 h / Inert atmosphere; Reflux 3: hydrogenchloride / ethanol; water / 1 h / Reflux View Scheme
参考文献
Marques, Emerson F.; Bueno, Mauro A.; Duarte, Patricia D.; Silva, Larissa R.S.P.; Martinelli, Ariani M.; Dos Santos, Caio Y.; Severino, Richele P.; Broemme, Dieter; Vieira, Paulo C.; Correa, Arlene G.
European Journal of Medicinal Chemistry, 2012 , vol. 54, p. 10 - 21
反应条件
1: 2-amino-3-methoxy-benzoic acid With hydrogenchloride; sodium nitrite in water T=0°C; 2: With potassium iodide in dichloromethane; water T=0 - 20°C; Sandmeyer reaction; 3: methyl iodide With potassium carbonate in N,N-dimethyl-formamide 16 h;
参考文献
Pollard, Michael M.; Ter Wiel, Matthijs K. J.; Van Delden, Richard A.; Vicario, Javier; Koumura, Nagatoshi; Van Den Brom, Coenraad R.; Meetsma, Auke; Feringa, Ben L.
Chemistry - A European Journal, 2008 , vol. 14, # 36 p. 11610 - 11622
反应条件
1: aqueous sulfuric acid; sodium nitrite / Eintragen der erhaltenen Diazoniumsalz-Loesung in eine heisse wss. Loesung von Kaliumjodid 2: sulfuric acid View Scheme
参考文献
Stanley; McMahon; Adams
Journal of the American Chemical Society, 1933 , vol. 55, p. 706,712