2-甲基-3-硝基-5-溴苯甲酸合成路线 （共 9 条）
反应条件
1,3-dibromo-5,5-dimethyl-hydantoin; sulfuric acid T=20°C; 5 h; Product distribution / selectivity;
参考文献
Kuntz, Kevin Wayne; Campbell, John Emmerson; Seki, Masashi
Patent: US2014/107122 A1, 2014 ;
Location in patent: Paragraph 0157; 0158 ;
反应条件
sulfuric acid; nitric acid in acetone T=-5 - 0°C; 2.25 h; Cooling with acetone-ice;
参考文献
KUNTZ, KEVIN W.; CHESWORTH, RICHARD; DUNCAN, KENNETH W.; KEILHACK, HEIKE; WARHOLIC, NATALIE; KLAUS, CHRISTINE; ZHENG, WANJUN; SEKI, MASASHI; SHIROTORI, SYUJI; KAWANO, SATOSHI
Patent: US2012/264734 A1, 2012 ;
Location in patent: Page/Page column 172 ;
US 20120264734 A1
反应条件
1.1: sodium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C 2.1: ammonium chloride; iron / ethanol; water / 1 h / 90 °C 3.1: potassium acetate / chloroform / 12 h / 20 °C 3.2: 3 h / 65 °C 4.1: hydrogenchloride / water; methanol / 8 h / 60 °C 4.2: pH 8 View Scheme
参考文献
EPIZYME, INC.; KUNTZ, Kevin, Wayne; OLHAVA, Edward, James; CHESWORTH, Richard; DUNCAN, Kenneth, William
Patent: WO2012/118812 A2, 2012 ;
WO 2012/118812 A2
反应条件
1: sodium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C 2: ammonium chloride; iron / ethanol; water / 1 h / 90 °C View Scheme
参考文献
EPIZYME, INC.; EISAI RandD MANAGEMENT CO.LTD.; KUNTZ, Kevin, Wayne; HUANG, Kuan-chun; CHOI, Hyeong, Wook; SANDERS, Kristen; MATHIEU, Steven; CHANDA, Arani; FANG, Frank
Patent: WO2013/155317 A1, 2013 ;
反应条件
1.1: sodium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C 2.1: ammonium chloride; iron / ethanol; water / 1 h / 90 °C 3.1: potassium acetate / chloroform / 12 h / 20 °C 3.2: 3 h / 65 °C View Scheme
参考文献
EPIZYME, INC.; KUNTZ, Kevin, Wayne; OLHAVA, Edward, James; CHESWORTH, Richard; DUNCAN, Kenneth, William
Patent: WO2012/118812 A2, 2012 ;
WO 2012/118812 A2
反应条件
sodium carbonate in N,N-dimethyl-formamide T=60°C; 8 h;
参考文献
Kuntz, Kevin Wayne; Campbell, John Emmerson; Seki, Masashi
Patent: US2014/107122 A1, 2014 ;
Location in patent: Paragraph 0159; 0160 ;
反应条件
thionyl chloride Reflux;
参考文献
CELGENE CORPORATION; TRAVERSE, John, F.; FEIGELSON, Gregg, Brian; RUCHELMAN, Alexander, L.; LIU, Jihong; LIU, Hongfeng; MA, Chengjun; LIU, Danyang; ZHANG, Steven
Patent: WO2014/18866 A1, 2014 ;
Location in patent: Paragraph 00181; 00183 ;
反应条件
1: thionyl chloride / |Reflux
2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane / |Reflux; |Inert atmosphere
3: Oxone® / acetone; water / 1 h / 20 °C / |Cooling with ice
View Scheme
参考文献
CELGENE CORPORATION; TRAVERSE, John, F.; FEIGELSON, Gregg, Brian; RUCHELMAN, Alexander, L.; LIU, Jihong; LIU, Hongfeng; MA, Chengjun; LIU, Danyang; ZHANG, Steven
Patent: WO2014/18866 A1, 2014 ;
反应条件
N-ethyl-N,N-diisopropylamine in tetrahydrofuran
参考文献
Jackson, Randy W.; Laporte, Matthew G.; Herbertz, Torsten; Draper, Tandy L.; Gaboury, Janet A.; Rippin, Susan R.; Patel, Ravi; Chunduru, Srinivas K.; Benetatos, Christopher A.; Young, Dorothy C.; Burns, Christopher J.; Condon, Stephen M.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 11 p. 3227 - 3231
