2-氨基-3-甲氧基苯甲酸合成路线 （共 68 条）
反应条件
1: 1.5 h / 200 °C 2: POCl3; N,N-dimethylaniline / 16 h / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 50, # 10 p. 2297 - 2300
反应条件
1.1: N-bromosuccinmide / methanol / -5 - 0 °C 2.1: hydrogenchloride / water; tetrahydrofuran / 0.5 h / 0 °C 2.2: 2 h / 0 °C 2.3: 20 °C View Scheme
参考文献
GLAXO GROUP LIMITED
Patent: WO2009/100169 A1, 2009 ;
WO 2009/100169 A1
反应条件
1: With 1,1'-carbonyldiimidazole in N,N-dimethyl-formamide T=70°C; 1 h; Inert atmosphere; 2: With ammonium hydroxide in N,N-dimethyl-formamide
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
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 3: 77.4 percent / H2, Et3N / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature 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
反应条件
1.1: N-bromosuccinmide / methanol / -5 - 0 °C 2.1: hydrogenchloride / water; tetrahydrofuran / 0.5 h / 0 °C 2.2: 2 h / 0 °C 2.3: 20 °C 3.1: thionyl chloride / N,N-dimethyl-formamide / toluene / 4 h / 50 °C 4.1: ammonia / toluene View Scheme
参考文献
GLAXO GROUP LIMITED
Patent: WO2009/100169 A1, 2009 ;
WO 2009/100169 A1
反应条件
borane-THF in tetrahydrofuran
T=0 - 20°C; 1.66667 h; Inert atmosphere;
参考文献
Ida, Yoshihiro; Matsubara, Ayaka; Nemoto, Toru; Saito, Manabu; Hirayama, Shigeto; Fujii, Hideaki; Nagase, Hiroshi
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 19 p. 5810 - 5831
反应条件
2: 96.6 percent / conc. H2SO4 / 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: 94 percent / dioxane; benzene / Ambient temperature
2: 68 percent / 18percent aq. NH2NH2 / Ambient temperature
3: 2.) Na2CO3 / 1.) water, reflux, 1.5 h, 2.) water, reflux, 1 h
4: 75 percent / 48percent HBr / acetic acid / 23 h / Heating
View Scheme
参考文献
Sircar, Jagadish C.; Capiris, Thomas; Kesten, Stephen J.; Herzig, David J.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 6 p. 735 - 742
反应条件
1: 1.) NaNO2, conc. HCl, 2.) Na2S2 / 1.) H2O, 5 deg C, 2.) H2O
2: conc. H2SO4 / 1.) RT, overnight, 2.) 60 deg C, 2 h
3: pyridine / 20 h / Heating
View Scheme
参考文献
Archer; Miller; Rej; Periana; Fricker
Journal of Medicinal Chemistry, 1982 , vol. 25, # 3 p. 220 - 227
反应条件
1: 1.) NaNO2, conc. HCl, 2.) Na2S2 / 1.) H2O, 5 deg C, 2.) H2O
2: conc. H2SO4 / 1.) RT, overnight, 2.) 60 deg C, 2 h
3: pyridine / 20 h / Heating
4: 48percent HI / 20 h / Heating
View Scheme
参考文献
Archer; Miller; Rej; Periana; Fricker
Journal of Medicinal Chemistry, 1982 , vol. 25, # 3 p. 220 - 227
