1-溴-2,5-二甲氧基苯合成路线 (共 45 条)
反应条件
1: 89 percent / PPh3; CuI; piperidine / PdCl2 / 24 h / Heating 2: 90 percent / aq. tetra-n-butylammonium fluoride / tetrahydrofuran / 4 h / 0 - 23 °C View Scheme
参考文献
Mu, Fanrong; Hamel, Ernest; Lee, Debbie J.; Pryor, Donald E.; Cushman, Mark
Journal of Medicinal Chemistry, 2003 , vol. 46, # 9 p. 1670 - 1682
反应条件
1: 1) Mg, 2) S8 / 1) THF, 20 deg C, 3 h, 2a) 0 deg C, 1 h, 2b) HCl 2: pyridine, I2 View Scheme
参考文献
Bock, Hans; Rittmeyer, Peter
Phosphorus, Sulfur and Silicon and the Related Elements, 1992 , vol. 68, # 1-4 p. 261 - 292
反应条件
titanium tetrachloride in dichloromethane T=-78°C; 1 h;
参考文献
Daiichi Pure Chemicals Co. Ltd.; Nagano, Tetsuo
Patent: EP1403268 A1, 2004 ;
Location in patent: Page 10 ;
反应条件
titanium tetrachloride in dichloromethane T=-78°C; 1 h;
参考文献
Maruyama, Satoko; Kikuchi, Kazuya; Hirano, Tomoya; Urano, Yasuteru; Nagano, Tetsuo
Journal of the American Chemical Society, 2002 , vol. 124, # 36 p. 10650 - 10651
反应条件
n-butyllithium T=-78°C;
参考文献
Verboom, Renzo C.; Plietker, Bernd J.; Baeckvall, Jan-E.
Journal of Organometallic Chemistry, 2003 , vol. 687, # 2 p. 508 - 517
反应条件
ethyl bromide; magnesium in tetrahydrofuran 1 h; reflux, 1 h;
参考文献
He, Zhengbiao; Hu, Mingyou; Luo, Tao; Li, Lingchun; Hu, Jinbo
Angewandte Chemie - International Edition, 2012 , vol. 51, # 46 p. 11545 - 11547
Angew. Chem., 2012 , vol. 124, # 46 p. 11713 - 11715,3
反应条件
caesium carbonate; palladium diacetate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene in 1,4-dioxane T=100°C; 24 h;
参考文献
US2008/45540 A1, ;
Page/Page column 30 ;
反应条件
n-butyllithium in 5-fluoro-2-methoxyphenyl-boronic acid
参考文献
Ligand Pharmaceuticals Incorporated
Patent: US5688810 A1, 1997 ;
US 5688810 A
反应条件
1: With n-butyllithium in tetrahydrofuran T=-78°C; 0.166667 h; Inert atmosphere; 2: With boric acid trimethyl ester in tetrahydrofuran T=-78 - 24°C; 2 h; 3: With hydrogenchloride in tetrahydrofuran; water T=0°C;
参考文献
Sagar, Sunil; Green, Ivan R.
Synthesis, 2009 , # 6 art. no. T14508SS, p. 935 - 940
反应条件
hydrogenchloride; magnesium in tetrahydrofuran byproducts: C6H4(OMe)2; N2-atmosphere; dropwise addn. of aryl bromide to Mg, heating to 60°C for 3 h, addn. of borate at -78°C, warming to room temp., addn. of 4 M HCl; extn. into Et2O, drying (MgSO4), solvent removal (reduced pressure), sublimation off of C6H4(OMe)2 (vac.), recrystn. (hexanes);
参考文献
Hyslop, Alison G.; Therien, Michael J.
Inorganica Chimica Acta, 1998 , vol. 275-276, p. 427 - 434