5-氨基-3-(4-苯氧基苯基)-1H-吡唑-4-甲腈合成路线 （共 7 条）
反应条件
NH2NH2•xH2O in ethanol T=20 - 90°C; 2 h;
参考文献
CENTAURUS BIOPHARMA CO., LTD.; HAN, Yongxin; YU, Rong; WANG, Zanping; LIANG, Zhi; HU, Quan; ZHU, Li; HU, Yuandong; SUN, Yinghui; ZHAO, Na; PENG, Yong; ZHAI, Xiaofeng; LUO, Hong; XIAO, Dengming
Patent: WO2014/82598 A1, 2014 ;
Location in patent: Paragraph 0379; 0378 ;
反应条件
1: With sodium hydride in tetrahydrofuran; mineral oil T=0 - 20°C; 1.5 h; Inert atmosphereCooling with ice; 2: With dimethyl sulfate in tetrahydrofuran; mineral oil 2 h; Reflux; 3: With triethylamine; hydrazine in tetrahydrofuran; mineral oil T=20°C; 2 h; Reflux;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg Martin; BERRY, Angela Kay; BOSANAC, Todd; BURKE, Michael Jason; DISALVO, Darren Todd; HORAN, Joshua Courtney; LIANG, Shuang; MAO, Can; MAO, Wang; SHEN, Yue; SOLEYMANZADEH, Fariba; ZINDELL, Renee M.
Patent: US2014/45813 A1, 2014 ;
Location in patent: Paragraph 0120 ;
反应条件
1.1: sodium hydroxide; water / ethanol / 1 h / 20 - 70 °C 2.1: thionyl chloride / 90 °C 3.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C 3.2: 1 h / 0 °C 4.1: sodium hydrogencarbonate / 1,4-dioxane / 3 h / 20 - 80 °C 5.1: NH2NH2•xH2O / ethanol / 2 h / 20 - 90 °C View Scheme
参考文献
CENTAURUS BIOPHARMA CO., LTD.; HAN, Yongxin; YU, Rong; WANG, Zanping; LIANG, Zhi; HU, Quan; ZHU, Li; HU, Yuandong; SUN, Yinghui; ZHAO, Na; PENG, Yong; ZHAI, Xiaofeng; LUO, Hong; XIAO, Dengming
Patent: WO2014/82598 A1, 2014 ;
反应条件
1.1: thionyl chloride / 90 °C 2.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C 2.2: 1 h / 0 °C 3.1: sodium hydrogencarbonate / 1,4-dioxane / 3 h / 20 - 80 °C 4.1: NH2NH2•xH2O / ethanol / 2 h / 20 - 90 °C View Scheme
参考文献
CENTAURUS BIOPHARMA CO., LTD.; HAN, Yongxin; YU, Rong; WANG, Zanping; LIANG, Zhi; HU, Quan; ZHU, Li; HU, Yuandong; SUN, Yinghui; ZHAO, Na; PENG, Yong; ZHAI, Xiaofeng; LUO, Hong; XIAO, Dengming
Patent: WO2014/82598 A1, 2014 ;
反应条件
1.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C 1.2: 1 h / 0 °C 2.1: sodium hydrogencarbonate / 1,4-dioxane / 3 h / 20 - 80 °C 3.1: NH2NH2•xH2O / ethanol / 2 h / 20 - 90 °C View Scheme
参考文献
CENTAURUS BIOPHARMA CO., LTD.; HAN, Yongxin; YU, Rong; WANG, Zanping; LIANG, Zhi; HU, Quan; ZHU, Li; HU, Yuandong; SUN, Yinghui; ZHAO, Na; PENG, Yong; ZHAI, Xiaofeng; LUO, Hong; XIAO, Dengming
Patent: WO2014/82598 A1, 2014 ;
反应条件
1.1: copper(l) iodide; N,N-dimethylaminoacetic acid; caesium carbonate / N,N-dimethyl-formamide / 20 - 110 °C 2.1: sodium hydroxide; water / ethanol / 1 h / 20 - 70 °C 3.1: thionyl chloride / 90 °C 4.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C 4.2: 1 h / 0 °C 5.1: sodium hydrogencarbonate / 1,4-dioxane / 3 h / 20 - 80 °C 6.1: NH2NH2•xH2O / ethanol / 2 h / 20 - 90 °C View Scheme
参考文献
CENTAURUS BIOPHARMA CO., LTD.; HAN, Yongxin; YU, Rong; WANG, Zanping; LIANG, Zhi; HU, Quan; ZHU, Li; HU, Yuandong; SUN, Yinghui; ZHAO, Na; PENG, Yong; ZHAI, Xiaofeng; LUO, Hong; XIAO, Dengming
Patent: WO2014/82598 A1, 2014 ;
反应条件
1.1: copper(l) iodide; N,N-dimethylaminoacetic acid; caesium carbonate / N,N-dimethyl-formamide / 20 - 110 °C 2.1: sodium hydroxide; water / ethanol / 1 h / 20 - 70 °C 3.1: thionyl chloride / 90 °C 4.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C 4.2: 1 h / 0 °C 5.1: sodium hydrogencarbonate / 1,4-dioxane / 3 h / 20 - 80 °C 6.1: NH2NH2•xH2O / ethanol / 2 h / 20 - 90 °C View Scheme
参考文献
CENTAURUS BIOPHARMA CO., LTD.; HAN, Yongxin; YU, Rong; WANG, Zanping; LIANG, Zhi; HU, Quan; ZHU, Li; HU, Yuandong; SUN, Yinghui; ZHAO, Na; PENG, Yong; ZHAI, Xiaofeng; LUO, Hong; XIAO, Dengming
Patent: WO2014/82598 A1, 2014 ;
