2-氰基-4'-溴甲基联苯合成路线 (共 55 条)
反应条件
1: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, 1 h 2: 68 percent / Bu3SnN3 / xylene / 88 h / Heating View Scheme
参考文献
Bernhart, Claude A.; Perreaut, Pierre M.; Ferrari, Bernard P.; Muneaux, Yvette A.; Assens, Jean-Louis A.; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 22 p. 3371 - 3380
反应条件
1: potassium carbonate / N,N-dimethyl acetamide / 4 h / -12 - -8 °C / |Inert atmosphere; |Large scale 2: sodium tetrahydroborate / methanol / -12 - -10 °C / |Inert atmosphere; |Large scale 3: sodium azide / toluene; 1-methyl-pyrrolidin-2-one / 35 h / 98 - 102 °C / |Large scale 4: hydrogenchloride / dichloromethane; water / 4 h / 2 - 5 °C / pH 4 - 4.3 / |Large scale 5: potassium hydroxide / methanol / 0.5 h / 40 - 45 °C / |Large scale View Scheme
参考文献
Organic Process Research and Development, , vol. 16, # 12 p. 2025 - 2030
反应条件
1: With tetrabutylammomium bromide; potassium carbonate in toluene T=80 - 85°C; 12 h; 2: With hydrogenchloride in methanol; water 3 h; Reflux;
参考文献
HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Dasari; MURALIDHARA REDDY, Dasari; RAJI REDDY, Rapolu; RAMAKRISHNA REDDY, Matta; VAMSI KRISHNA, Bandi
Patent: WO2011/145100 A1, 2011 ;
Location in patent: Page/Page column 5-6 ;
反应条件
potassium hydroxide; phosphonic acid diethyl ester; tri-n-butylmethylammonium chloride in dichloromethane; water T=-5 - 30°C;
参考文献
Miranda, Edgar I.; Vlaar, Cornelis; Zhu, Jingyang
Patent: US2006/41147 A1, 2006 ;
Location in patent: Page/Page column 3-5 ;
反应条件
in N,N-dimethyl-formamide 0.0208333 h; microwave irradiation;
参考文献
Kavitha; Gaonkar; Narendra Sharath Chandra; Sadashiva; Rangappa
Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 23 p. 7391 - 7398
反应条件
sodium hydroxide; tri-n-butylmethylammonium chloride in water; toluene T=20°C; 2.2 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY
Patent: EP1060165 B1, 2004 ;
Location in patent: Page 6 ;
反应条件
potassium carbonate in N,N-dimethyl-formamide T=26°C; 8 h;
参考文献
Kumar, Manian Rajesh; Park, Kyungho; Lee, Sunwoo
Advanced Synthesis and Catalysis, 2010 , vol. 352, # 18 p. 3255 - 3266
反应条件
in ethyl acetate; N,N-dimethyl-formamide; mineral oil
参考文献
Elf Sanofi
Patent: US5270317 A1, 1993 ;
US 5270317 A
反应条件
triethylamine in N,N-dimethyl-formamide T=70°C; Inert atmosphereCooling with ice;
参考文献
Nie, Yong-Yan; Da, Ya-Jing; Zheng, Hao; Yang, Xiao-Xia; Jia, Lin; Wen, Cai-Hong; Liang, Li-Sha; Tian, Juan; Chen, Zhi-Long
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 8 p. 2747 - 2761
反应条件
1,3,5,7-tetra-azatricyclo[5.1.1.13,5]decane; acetic acid in water; chlorobenzene T=93°C; 9 h;
参考文献
JP2005/82496 A, ;
Page/Page column 12 ;