5-氯-2-羟基苯甲酸甲酯合成路线 （共 50 条）
反应条件
1: 86 percent / HNO3, conc. H2SO4 / 1 h / 0 - 5 °C 2: 79 percent / 0.78N aq. NH4Cl, Fe / toluene / 1 h / 85 - 90 °C View Scheme
参考文献
Kawakita; Kuroita; Yasumoto; Sano; Inaba; Fukuda; Tahara
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 3 p. 624 - 630
反应条件
hydrazine in ethanol 8 h; Heating / reflux;
参考文献
Institute of Medicinal Molecular Design, Inc.
Patent: EP1512396 A1, 2005 ;
Location in patent: Page/Page column 161 ;
反应条件
in ethanol 6 h; Heating / reflux;
参考文献
Institute of Medicinal Molecular Design, Inc.
Patent: EP1514544 A1, 2005 ;
Location in patent: Page/Page column 166 ;
反应条件
hydrogenchloride; lithium diisopropyl amide Yield given. Multistep reaction;
参考文献
Davis, Sharon E.; Church, A. Cameron; Tummons, Rebecca C.; Beam, Charles F.
Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 4 p. 1159 - 1162
反应条件
1.1: sodium hydride / dimethylformamide / 2 h / Heating 2.1: triethylene glycol dimethyl ether / 4 h / Heating 2.2: 3.95 g / sodium hydroxide / triethylene glycol dimethyl ether; H2O / 16 h / 20 °C View Scheme
参考文献
Liepa, Andris J.; Nguyen, Oanh; Saubern, Simon
Australian Journal of Chemistry, 2005 , vol. 58, # 12 p. 864 - 869
反应条件
1: 29 percent / K2CO3 / acetone / Heating 2: 81.7 percent / N-methylpyrrolidinone / 7 h / Heating 3: 90percent aq. HCOOH / 3 h / Heating 4: NaOH / H2O / 3 h / Heating 5: SOCl2 / 3 h / Heating View Scheme
参考文献
Robertson, David W.; Lacefield, William B.; Bloomquist, William; Pfeifer, William; Simon, Richard L.; Cohen, Marlene L.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 2 p. 310 - 319
反应条件
sodium tetrahydroborate in tetrahydrofuran
参考文献
Asakawa; Fukushima; Imamiya; Kawamatsu
Chemical and Pharmaceutical Bulletin, 1979 , vol. 27, # 2 p. 522 - 527
反应条件
ammonia T=20°C; 48 h;
参考文献
Kim, Jihye; Kang, Sookjin; Hong, Sungchae; Yum, Soowhan; Kim, Young Mi; Jung, Yunjin
European Journal of Medicinal Chemistry, 2012 , vol. 48, p. 36 - 44
反应条件
1: 91.7 percent / K2CO3 / acetone / 5 h / Heating 2: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 2 h 3: 1.) cyclohexene, 2.) conc. aq. HCl / 1.) 10percent Pd/C / 1.) EtOH, reflux, 1 h, 2.) MeOH, reflux, 1 h View Scheme
参考文献
Witiak, Donald T.; Kim, Sung K.; Romstedt, Karl; Newman, Howard A. I.; Feller, Dennis R.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2170 - 2174
反应条件
1: 86 percent / HNO3, conc. H2SO4 / 1 h / 0 - 5 °C 2: 79 percent / 0.78N aq. NH4Cl, Fe / toluene / 1 h / 85 - 90 °C 3: aq. NaHCO3 / CHCl3 / 2 h / 0 - 10 °C 4: K2CO3 / dimethylformamide / 2 h / 70 °C 5: 82.2 percent / K2CO3 / dimethylformamide / a) RT, 3 h, b) 40-45 deg C, 1 h View Scheme
参考文献
Kawakita; Kuroita; Yasumoto; Sano; Inaba; Fukuda; Tahara
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 3 p. 624 - 630
