4-氟-n-甲氧基-n-甲基苯甲酰胺合成路线 (共 28 条)
反应条件
triethylamine in dichloromethane 0.5 h;
参考文献
Seerden, Jean-Paul G.; Leusink-Ionescu, Gabriela; Leguijt, Robin; Saccavini, Catherine; Gelens, Edith; Dros, Bas; Woudenberg-Vrenken, Titia; Molema, Grietje; Kamps, Jan A.A.M.; Kellogg, Richard M.
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 5 p. 1352 - 1357
反应条件
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine in N,N-dimethyl-formamide T=20°C; 3 h;
参考文献
Hayashi, Yoshio; Yamazaki, Yuri; Sumikura, Makiko; Masuda, Yurika; Hayashi, Yoshiki; Yasui, Hiroyuki; Kiso, Yoshiaki; Chinen, Takumi; Usui, Takeo; Yakushiji, Fumika; Potts, Barbara; Neuteboom, Saskia; Palladino, Michael; Lloyd, George Kenneth
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 14 p. 4279 - 4289
反应条件
triethylamine in dichloromethane
参考文献
SmithKline Beecham Corporation
Patent: US5686455 A1, 1997 ;
反应条件
in tetrahydrofuran T=-78°C;
参考文献
Murphy, John A.; Commeureuc, Aurelien G. J.; Snaddon, Thomas N.; McGuire, Thomas M.; Khan, Tanweer A.; Hisler, Kevin; Dewis, Mark L.; Carling, Robert
Organic Letters, 2005 , vol. 7, # 7 p. 1427 - 1429
反应条件
1: thionyl chloride / 24 h / |Inert atmosphere; |Reflux 2: tetrahydrofuran / 12 h / |Inert atmosphere View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 52, # 33 p. 8551 - 8556
Angew. Chem., , vol. 125, # 33 p. 8713 - 8718,6
反应条件
1: meta-dibromobenzene With iodine; magnesium in diethyl ether T=20 - 30°C; Inert atmosphere; 2: 4-fluoro-N-methoxy-N-methyl-benzamide in diethyl ether T=0 - 20°C; Inert atmosphere;
参考文献
Kishore Kumar; Chavarria, Gustavo E.; Charlton-Sevcik, Amanda K.; Arispe, Wara M.; MacDonough, Matthew T.; Strecker, Tracy E.; Chen, Shen-En; Siim, Bronwyn G.; Chaplin, David J.; Trawick, Mary Lynn; Pinney, Kevin G.
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 4 p. 1415 - 1419
反应条件
n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78 - 20°C;
参考文献
Griffin, John; Lanza, Guido; Yu, Jessen
Patent: US2005/261354 A1, 2005 ;
Location in patent: Page/Page column 96; 97 ;
US 20050261354 A1
反应条件
1: Methyltriphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane T=-15°C; 2: 4-fluoro-N-methoxy-N-methyl-benzamide in tetrahydrofuran; hexane T=-78 - 20°C; Wittig reaction; 3: With hydrogenchloride in tetrahydrofuran; diethyl ether; hexane T=20°C;
参考文献
Murphy, John A.; Commeureuc, Aurelien G. J.; Snaddon, Thomas N.; McGuire, Thomas M.; Khan, Tanweer A.; Hisler, Kevin; Dewis, Mark L.; Carling, Robert
Organic Letters, 2005 , vol. 7, # 7 p. 1427 - 1429
反应条件
1: Methyltriphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane T=-15°C; 0.666667 h; 2: 4-fluoro-N-methoxy-N-methyl-benzamide in tetrahydrofuran; hexane T=-78 - 20°C; Wittig reaction; 20 h; 3: With sulfuric acid in tetrahydrofuran; hexane; water-d2 T=20°C; Title compound not separated from byproducts;
参考文献
Murphy, John A.; Commeureuc, Aurelien G. J.; Snaddon, Thomas N.; McGuire, Thomas M.; Khan, Tanweer A.; Hisler, Kevin; Dewis, Mark L.; Carling, Robert
Organic Letters, 2005 , vol. 7, # 7 p. 1427 - 1429
反应条件
1: 2-fluoro-4-methyl-pyridine With lithium diisopropyl amide in tetrahydrofuran; hexane T=-85°C; 2: 4-fluoro-N-methoxy-N-methyl-benzamide in tetrahydrofuran; hexane T=-85 - 0°C;
参考文献
Laufer, Stefan A.; Wagner, Gerd K.; Kotschenreuther, Dunja A.; Albrecht
Journal of Medicinal Chemistry, 2003 , vol. 46, # 15 p. 3230 - 3244