4-氨基-3-甲基苯甲酸甲酯合成路线 （共 34 条）
反应条件
hydrogenchloride; copper(I) bromide; sodium nitrite in water T=0 - 5°C; Sandmeyer reaction;
参考文献
Chang, Dong-Jo; Yoon, Eun-Young; Lee, Geon-Bong; Kim, Soon-Ok; Kim, Wan-Joo; Kim, Young-Myeong; Jung, Jong-Wha; An, Hongchan; Suh, Young-Ger
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 15 p. 4416 - 4420
反应条件
1: chlorobenzene / 100 °C 2: fuming HNO3, 60percent H2SO4 / 0 °C 3: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr 4: glacial CH3COOH / 1.5 h / Heating 5: 5.46 g / aq. NaOH / methanol / 2 h / Heating 6: 5.86 g / polyphosphoric acid / 20 h / 150 °C 7: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 8: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme
参考文献
Ries; Mihm; Narr; Hasselbach; Wittneben; Entzeroth; Van Meel; Wienen; Hauel
Journal of Medicinal Chemistry, 1993 , vol. 36, # 25 p. 4040 - 4051
反应条件
1: 79.6 percent / triethylamine / CH2Cl2 / 1 h / 20 °C 2: 75.6 percent / nitric acid / 1.5 h / -20 - -15 °C 3: 92 percent / aq. hydrazine / Raney Ni / methanol / 20 °C 4: 90 percent / acetic acid / 2 h / Heating View Scheme
参考文献
Ries; Mihm; Narr; Hasselbach; Wittneben; Entzeroth; Van Meel; Wienen; Hauel
Journal of Medicinal Chemistry, 1993 , vol. 36, # 25 p. 4040 - 4051
反应条件
hydrogenchloride; tetrafluoroboric acid; sodium nitrite in water T=0 - 5°C; Sandmeyer reaction;
参考文献
Chang, Dong-Jo; Yoon, Eun-Young; Lee, Geon-Bong; Kim, Soon-Ok; Kim, Wan-Joo; Kim, Young-Myeong; Jung, Jong-Wha; An, Hongchan; Suh, Young-Ger
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 15 p. 4416 - 4420
反应条件
triethylamine in dichloromethane T=20°C; 1 h;
参考文献
Yang, Ling-Chun; Qi, Chuan-Min; Zhang, Guan-Xin; Zou, Nan-Zhi
Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 6 p. 1107 - 1112
反应条件
hydrogenchloride; sodium nitrite in water T=0 - 5°C; Sandmeyer reaction;
参考文献
Chang, Dong-Jo; Yoon, Eun-Young; Lee, Geon-Bong; Kim, Soon-Ok; Kim, Wan-Joo; Kim, Young-Myeong; Jung, Jong-Wha; An, Hongchan; Suh, Young-Ger
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 15 p. 4416 - 4420
反应条件
1: 99 percent / bis(pyridine)iodonium(I) tetrafluoroborate; CF3SO3H / CH2Cl2 / 16 h / 20 °C 2: 90 percent / Et3N / Pd(PPh3)2Cl2-CuI / 3 h / 0 - 20 °C 3: 60 percent / CuI / dimethylformamide / 2.5 h / 100 °C View Scheme
参考文献
Ezquerra, Jesus; Pedregal, Concepcion; Lamas, Carlos; Barluenga, Jose; Perez, Marta; Garcia-Martin, Miguel Angel; Gonzalez, Jose M.
Journal of Organic Chemistry, 1996 , vol. 61, # 17 p. 5804 - 5812
反应条件
1: 79.6 percent / triethylamine / CH2Cl2 / 1 h / 20 °C 2: 75.6 percent / nitric acid / 1.5 h / -20 - -15 °C View Scheme
参考文献
Ries; Mihm; Narr; Hasselbach; Wittneben; Entzeroth; Van Meel; Wienen; Hauel
Journal of Medicinal Chemistry, 1993 , vol. 36, # 25 p. 4040 - 4051
反应条件
1: 79.6 percent / triethylamine / CH2Cl2 / 1 h / 20 °C 2: 75.6 percent / nitric acid / 1.5 h / -20 - -15 °C 3: 92 percent / aq. hydrazine / Raney Ni / methanol / 20 °C 4: 90 percent / acetic acid / 2 h / Heating 5: 82.3 percent / NaOH; water / methanol / 2 h / Heating View Scheme
参考文献
Ries; Mihm; Narr; Hasselbach; Wittneben; Entzeroth; Van Meel; Wienen; Hauel
Journal of Medicinal Chemistry, 1993 , vol. 36, # 25 p. 4040 - 4051
反应条件
1: sodium nitrite; tetrafluoroboric acid / water / 0.25 h / 0 - 20 °C 2: potassium acetate; 18-crown-6 ether / chloroform / 24 h / 20 °C 3: water; sodium hydroxide / methanol / 1 h / |Reflux 4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 0 - 20 °C 5: tetrahydrofuran / 2 h / 0 °C View Scheme
参考文献
CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Li; HU, Yuandong; YU, Rong; HU, Wei; ZHAO, Na; PENG, Yong; LUO, Hong; HAN, Yongxin
Patent: WO2013/97773 A1, 2013 ;
