2-溴-5-硝基苯甲酸甲酯合成路线 (共 25 条)
反应条件
diisobutylaluminium hydride in tetrahydrofuran; hexane T=-78 - 0°C;
参考文献
Kawabata, Takeo; Jiang, Changsheng; Hayashi, Kazuhiro; Tsubaki, Kazunori; Yoshimura, Tomoyuki; et al.
Journal of the American Chemical Society, 2009 , vol. 131, p. 54 - 55
反应条件
1: LiBH4 / diethyl ether 2: Pd(OAc)2; Tol3P / dioxane 3: polyphosphoric acid / 110 °C 4: H2 / PtO2 / methanol; tetrahydrofuran View Scheme
参考文献
Greenfield, Alexander; Grosanu, Cristina; Dunlop, John; McIlvain, Beal; Carrick, Tikva; Jow, Brian; Lu, Qiang; Kowal, Dianne; Williams, John; Butera, John
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4985 - 4988
反应条件
1: tin(ll) chloride; methanol / 2 h / Reflux 2: triethylamine / dichloromethane / 2.5 h / 0 °C / Cooling with ice 3: nitric acid; sulfuric acid / 1.5 h / 0 °C View Scheme
参考文献
Santen Pharmaceutical Co., Ltd
Patent: EP2327699 A1, 2011 ;
反应条件
1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; caesium carbonate / 20 - 130 °C 2: lithium hydroxide hydrate; water / methanol; tetrahydrofuran / |Reflux View Scheme
参考文献
Oh, Soo-Jin; Hwang, Seok Jin; Jung, Jonghoon; Yu, Kuai; Kim, Jeongyeon; Choi, Jung Yoon; Hartzell, H. Criss; Roh, Eun Joo; Justin Lee
Molecular Pharmacology, 2013 , vol. 84, # 5 p. 726 - 735
反应条件
n-butyllithium in methyl (5'-fluoro-2'-methoxy-4-nitro-2-biphenyl)carboxylate; 5-fluoro-2-methoxyphenyl-boronic acid
反应条件
sulfuric acid; nitric acid
T=40°C; 60 h;
参考文献
PFIZER INC.
Patent: WO2004/63198 A1, 2004 ;
Location in patent: Page 79 ;
WO 2004/063198 A1
反应条件
1: LiBH4 / diethyl ether
2: Pd(OAc)2; Tol3P / dioxane
3: polyphosphoric acid / 110 °C
4: H2 / PtO2 / methanol; tetrahydrofuran
View Scheme
参考文献
Greenfield, Alexander; Grosanu, Cristina; Dunlop, John; McIlvain, Beal; Carrick, Tikva; Jow, Brian; Lu, Qiang; Kowal, Dianne; Williams, John; Butera, John
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4985 - 4988
反应条件
1: 83 percent / copper(I) iodide; Cu powder / PdCl2(dppf)2*CH2Cl2 / dimethylsulfoxide / 2 h / 90 °C
2: 62 percent / H2 / Pd/C / methanol / 2 h / 18 °C / 760 Torr
View Scheme
参考文献
Banwell, Martin G.; Lupton, David W.; Ma, Xinghua; Renner, Jens; Sydnes, Magne O.
Organic Letters, 2004 , vol. 6, # 16 p. 2741 - 2744
反应条件
1: LiBH4 / diethyl ether
2: Pd(OAc)2; Tol3P / dioxane
3: polyphosphoric acid / 110 °C
View Scheme
参考文献
Greenfield, Alexander; Grosanu, Cristina; Dunlop, John; McIlvain, Beal; Carrick, Tikva; Jow, Brian; Lu, Qiang; Kowal, Dianne; Williams, John; Butera, John
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4985 - 4988
反应条件
1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; caesium carbonate / 20 - 130 °C
2: lithium hydroxide hydrate; water / methanol; tetrahydrofuran / |Reflux
View Scheme
参考文献
Oh, Soo-Jin; Hwang, Seok Jin; Jung, Jonghoon; Yu, Kuai; Kim, Jeongyeon; Choi, Jung Yoon; Hartzell, H. Criss; Roh, Eun Joo; Justin Lee
Molecular Pharmacology, 2013 , vol. 84, # 5 p. 726 - 735