阿奇沙坦沙坦中间体甲酯C3合成路线 (共 19 条)
反应条件
1: 85 percent / K2CO3 / acetonitrile / 4 h / Heating 2: 77 percent / 30percent ethanolic HCl / ethyl acetate / 1 h / Ambient temperature 3: 1.) FeCl3*6H2O, activated carbon, 2.) hydrazine monohydrate / 1.) MeOH, THF, reflux, 30 min, 2.) MeOH, THF, reflux, 14 h 4: 91 percent / acetic acid / 0.67 h / 80 - 90 °C 5: 100 percent / trimethyltin azide / toluene / 29 h / Heating 6: 85 percent / 1 N aq. NaOH / methanol / 1 h / 80 - 90 °C View Scheme
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 ;
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
1: 85 percent / K2CO3 / acetonitrile / 4 h / Heating 2: 77 percent / 30percent ethanolic HCl / ethyl acetate / 1 h / Ambient temperature View Scheme
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
1.1: potassium carbonate; tetrabutylammomium bromide / toluene / 12 h / 80 - 85 °C 1.2: 3 h / Reflux 2.1: tin(ll) chloride / ethyl acetate / 1.5 h / Reflux 2.2: 4.5 h / -10 - 0 °C 2.3: 0.5 h / Reflux 3.1: acetic acid / toluene / 6 h / Reflux 4.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 4.2: 0 - 20 °C 5.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 5.2: 3 h / 0 °C / pH 4 6.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C View Scheme
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 ;
反应条件
1.1: potassium carbonate; tetrabutylammomium bromide / toluene / 12 h / 80 - 85 °C 1.2: 3 h / Reflux 2.1: tin(ll) chloride / ethyl acetate / 1.5 h / Reflux 2.2: 4.5 h / -10 - 0 °C 2.3: 0.5 h / Reflux 3.1: acetic acid / toluene / 6 h / Reflux 4.1: sodium azide; tributyltin chloride / toluene / 100 h / Reflux 4.2: 0 - 20 °C 5.1: sodium hydroxide; water / ethanol / 3.5 h / Reflux 5.2: 3 h / 0 °C / pH 4 6.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C 7.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 75 °C 8.1: hydrogen / palladium 10 on activated carbon / toluene; methanol / 20 °C / 2280.15 Torr View Scheme
参考文献
MITSUBISHI TANABE PHARMA CORPORATION
Patent: US2012/232283 A1, 2012 ;
反应条件
1: 85 percent / K2CO3 / acetonitrile / 4 h / Heating 2: 77 percent / 30percent ethanolic HCl / ethyl acetate / 1 h / Ambient temperature 3: 1.) FeCl3*6H2O, activated carbon, 2.) hydrazine monohydrate / 1.) MeOH, THF, reflux, 30 min, 2.) MeOH, THF, reflux, 14 h 4: 91 percent / acetic acid / 0.67 h / 80 - 90 °C View Scheme
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: 85 percent / K2CO3 / acetonitrile / 4 h / Heating 2: 77 percent / 30percent ethanolic HCl / ethyl acetate / 1 h / Ambient temperature 3: 1.) FeCl3*6H2O, activated carbon, 2.) hydrazine monohydrate / 1.) MeOH, THF, reflux, 30 min, 2.) MeOH, THF, reflux, 14 h 4: 91 percent / acetic acid / 0.67 h / 80 - 90 °C 5: 100 percent / trimethyltin azide / toluene / 29 h / Heating View Scheme
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 ;
反应条件
1: 85 percent / K2CO3 / acetonitrile / 4 h / Heating 2: 77 percent / 30percent ethanolic HCl / ethyl acetate / 1 h / Ambient temperature 3: 1.) FeCl3*6H2O, activated carbon, 2.) hydrazine monohydrate / 1.) MeOH, THF, reflux, 30 min, 2.) MeOH, THF, reflux, 14 h View Scheme
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 ;
反应条件
hydrogen; palladium on activated charcoal in methanol
T=20°C; 5 h;
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED
Patent: US2009/186879 A1, 2009 ;
Location in patent: Page/Page column 49-50 ;
US 20090186879 A1