2-羟基-4-氨基苯甲酸甲酯合成路线 (共 46 条)
反应条件
1: H2 / Pd/C View Scheme
参考文献
Kaur, Gurmeet; Narayanan, Ven L.; Risbood, Prabhakar A.; Hollingshead, Melinda G.; Stinson, Sherman F.; Varma, Ravi K.; Sausville, Edward A.
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 5 p. 1749 - 1761
反应条件
1: With hydrogenchloride; sodium nitrite in water T=-15°C; Sandmeyer reaction; 0.25 h; 2: With potassium iodide in water T=-15°C; Sandmeyer reaction; 24 h;
参考文献
Park, Ju-Young; Kim, Seung-Woo; Park, Ho-Joon; Im, Weon Bin; Lee, Ja-Kyeong; Yoon, Sung-Hwa
Bulletin of the Korean Chemical Society, 2010 , vol. 31, # 12 p. 3860 - 3863
反应条件
1: acetic acid / 1 h 2: sodium hydroxide / N,N-dimethyl-formamide View Scheme
参考文献
Deng, Xin; Zhao, Xinxin; Han, Jing; Wang, Jingjie; Huang, Wenlong; Qian, Hai; Ge, Liang
Letters in Drug Design and Discovery, 2012 , vol. 9, # 5 p. 489 - 493
反应条件
diethyl ether; boron trifluoride diethyl etherate
参考文献
Estes; Brakebill
Journal of the American Chemical Society, 1952 , vol. 74, p. 2941
反应条件
1: 94 percent / ethanol / 3.5 h / 45 °C
2: 97 percent / potassium carbonate / acetone / 8 h / Heating
3: 98 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C
4: 80 percent / manganese (IV) oxide / CHCl3; methanol / 20 h / Ambient temperature
5: 73 percent / NaOMe / methanol / 2 h / -15 °C
6: 87 percent / xylene / 4 h / Heating
7: 85 percent / HCl / methanol / 6 h / Heating
8: 2.) HCl / 1.) CH2Cl2, room temp., 12 h; 2.) 12 h, ether
9: 1.) BBr3; 2.) MeOH, H2SO4 (96percent) / 1.) CH2Cl2, room temp., 140 h; 2.) reflux, 48 h
10: 93 percent / benzoyl t-butyl nitroxide / methanol; CHCl3 / 16 h / Ambient temperature
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Tetrahedron, 1986 , vol. 42, # 12 p. 3259 - 3268
反应条件
1: CCl4; ICl
2: aqueous NaOH
View Scheme
参考文献
Banerjea et al.
Journal of the Chemical Society, 1952 , p. 3861,3863
反应条件
1: acetic acid / 1 h
2: sodium hydroxide / N,N-dimethyl-formamide
3: N-bromosuccinmide / N,N-dimethyl-formamide
4: sodium hydroxide / ethanol
View Scheme
参考文献
Deng, Xin; Zhao, Xinxin; Han, Jing; Wang, Jingjie; Huang, Wenlong; Qian, Hai; Ge, Liang
Letters in Drug Design and Discovery, 2012 , vol. 9, # 5 p. 489 - 493
反应条件
1: 58 percent / H2 / Rh/Al / acetic acid / 70 h / 58 °C / 2740.88 Torr
2: 80 percent / 1,3,5-trimethyl-benzene / 165 °C
3: 98 percent / LAH / tetrahydrofuran / Heating
View Scheme
参考文献
Gong, Leyi; Hogg, J. Heather; Collier, James; Wilhelm, Robert S.; Soderberg, Carol
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 20 p. 3597 - 3600
反应条件
1: sodium hydrogencarbonate / ethyl acetate; water / 2.25 h / 0 - 20 °C
2: N-chloro-succinimide / 1,2-dichloro-ethane / 3 h / |Reflux
3: potassium carbonate / N,N-dimethyl-formamide / 5.25 h / 0 - 20 °C
View Scheme
参考文献
SUVEN LIFE SCIENCES LIMITED; Nirogi, Ramakrishna; Mohammed, Abdul Rasheed; Yarlagadda, Suresh; Ravella, Srinivasa Rao; Shinde, Anil Karbhari; Kamphampati, Ramasastri; Roayapalley, Praveen Kumar; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Patnala, Sriramachandra Murthy; Ravula, Jyothsna; Jasti, Venkateswarlu
Patent: US2014/187581 A1, 2014 ;
反应条件
1: 94 percent / ethanol / 3.5 h / 45 °C
2: 97 percent / potassium carbonate / acetone / 8 h / Heating
3: 98 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C
4: 80 percent / manganese (IV) oxide / CHCl3; methanol / 20 h / Ambient temperature
5: 73 percent / NaOMe / methanol / 2 h / -15 °C
6: 87 percent / xylene / 4 h / Heating
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Tetrahedron, 1986 , vol. 42, # 12 p. 3259 - 3268