5-溴-2-羟基-3-硝基吡啶合成路线 (共 31 条)
反应条件
1: 2-hydroxy-3-nitro-5-bromopyridine With potassium carbonate in N,N-dimethyl-formamide T=20°C; 0.25 h; 2: methyl iodide in N,N-dimethyl-formamide T=20°C; 18 h;
参考文献
US2009/82330 A1, ;
Page/Page column 39-40 ;
反应条件
1: 5-bromo-3-nitropyridin-2(1H)-one; N,N-dimethyl-formamide With potassium carbonate T=20°C; 0.25 h; Reflux; 2: methyl iodide T=20°C; 16 h;
参考文献
WO2012/31004 A1, ;
Page/Page column 110 ;
WO 2012/031004 A1
反应条件
caesium carbonate in N,N-dimethyl-formamide
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 2 p. 755 - 758
反应条件
1: silver carbonate / anhydrous methyl chloride / 48 h / 20 °C / Inert atmosphere; Darkness 2: SnCl2·2H2O / ethyl acetate / 4 h / Reflux 3: pyridine / 0 - 20 °C 4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; sodium carbonate / 1,4-dioxane / Reflux View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 4 p. 1569 - 1574
反应条件
silver carbonate in chloroform T=20°C; 48 h;
参考文献
CGI PHARMACEUTICALS, INC.
Patent: WO2008/33854 A1, 2008 ;
Location in patent: Page/Page column 74 ;
反应条件
1: trichlorophosphate / N,N-dimethyl-formamide / 3 h / Reflux 2: methanol / 0 - 20 °C View Scheme
参考文献
Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 4 p. 1569 - 1574
反应条件
phosphorus oxytribromide in N,N-dimethyl-formamide; toluene T=90°C; 16 h;
参考文献
F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; BINGGELI, Alfred; HERTEL, Cornelia; KONKAR, Anish Ashok; KUEHNE, Holger; KUHN, Bernd; MAERKI, Hans P.; WANG, Haiyan
Patent: WO2012/89601 A1, 2012 ;
Location in patent: Page/Page column 53 ;
WO 2012/089601 A1
反应条件
phosphorus tribromide
参考文献
Hoechst Aktiengesellschaft
Patent: US5445763 A1, 1995 ;
反应条件
1.1: POBr3 / toluene / 80 °C
2.1: dimethylformamide / 120 °C
3.1: SnCl2 / methanol / 50 °C
4.1: NOBF4 / CH2Cl2
4.2: toluene / 100 °C
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612
反应条件
1.1: POBr3 / toluene / 80 °C
2.1: dimethylformamide / 120 °C
3.1: SnCl2 / methanol / 50 °C
4.1: NOBF4 / CH2Cl2
4.2: toluene / 100 °C
5.1: aq. HCl / 100 °C
6.1: EDCI; TEA / dimethylformamide
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612