N-(三苯基甲基)-5-(4'-溴甲基联苯-2-基)四氮唑合成路线 （共 26 条）
反应条件
1.1: palladium dichloride / methanol; toluene / 0.17 h / 20 °C / |Inert atmosphere 1.2: 12 h / 110 °C / |Inert atmosphere 2.1: zinc(II) chloride; sodium azide / N,N-dimethyl-formamide / 48 h / 120 °C 3.1: triethylamine / dichloromethane / 2 h / 0 °C / |Reflux 4.1: dibenzoyl peroxide; N-bromosuccinmide / tetrachloromethane / 3 h / |Reflux View Scheme
反应条件
sodium hydride 1.) DMF, 0 deg C, 15 min, 2.) DMF, RT, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Kubo, Keiji; Kohara, Yasuhisa; Imamiya, Eiko; Sugiura, Yoshihiro; Inada, Yoshiyuki; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 15 p. 2182 - 2195
反应条件
1: potassium carbonate / N,N-dimethyl acetamide; acetone / 10 h / Reflux 2: potassium hydroxide / water; isopropyl alcohol / 4 h / 60 °C View Scheme
参考文献
El-Gamal, Mohammed I.; Anbar, Hanan S.; Chung, Hye Jin; Kim, Hyun-Il; Cho, Young-Jin; Lee, Bong Sang; Lee, Sun Ahe; Moon, Ji Yun; Lee, Dong Jin; Kwon, Dow; Choi, Won-Jai; Jeon, Hong-Ryeol; Oh, Chang-Hyun
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 5 p. 1347 - 1350
反应条件
1: 2-butyl-4-chloro-1H-imidazole-5-carbaldehyde With sodium hydroxide; tetrabutylammomium bromide in water; toluene T=30 - 35°C; 0.333333 - 0.5 h; 2: [2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl bromide in water; toluene 33 - 35 h;
参考文献
US2004/97568 A1, ;
Page/Page column 5 ;
反应条件
1: With potassium carbonate in N,N-dimethyl acetamide T=0 - 20°C; 2: With sodium tetrahydroborate in N,N-dimethyl acetamide; water T=20°C; 3 h;
参考文献
WO2004/66997 A2, ;
Page/Page column 46-47 ;
反应条件
1: With sodium hydroxide; tetrabutylammomium bromide in water; toluene T=85°C; 2 h; 2: With hydrogenchloride; water in acetone T=20°C; 3: With potassium hydroxide in water; acetone Product distribution / selectivity;
参考文献
CIPLA LIMITED; WAIN, Christopher, Paul
Patent: WO2006/46043 A1, 2006 ;
Location in patent: Page/Page column 23 ;
反应条件
sodium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate in toluene T=50 - 90°C; 4 h;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2004/72064 A1, 2004 ;
Location in patent: Page 16 ;
反应条件
in N,N-dimethyl-formamide 0.0194444 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
1.1: potassium carbonate / toluene / 0.75 h / 45 - 50 °C 1.2: 10 h / 60 - 70 °C 2.1: diisopropylamine; sodium hydroxide / toluene; isobutyramide / 4 h / 25 - 45 °C 2.2: 8 h / 40 - 70 °C 2.3: 25 - 35 °C / pH ~ 6 - 7 3.1: hydrogenchloride; water / methanol / 1 h / 0 - 35 °C 3.2: 25 - 35 °C / pH ~ 3 - 4 View Scheme
参考文献
INTERQUIM, S.A.; JOVE MARTI, Iban; MARQUILLAS OLONDRIZ, Francisco
Patent: WO2012/55994 A1, 2012 ;
反应条件
1: 87 percent / 18-crown-6 / 1,2-dimethoxy-ethane / 20 h / Heating 2: 45 percent / LiBH4 / tetrahydrofuran / 20 h / Ambient temperature View Scheme
参考文献
Bradbury; Allott; Dennis; Fisher; Major; Masek; Oldham; Pearce; Rankine; Revill; Roberts; Russell
Journal of Medicinal Chemistry, 1992 , vol. 35, # 22 p. 4027 - 4038
