3-溴-5-氯-1H-吡咯并[2,3-B]吡啶合成路线 （共 6 条）
反应条件
N-bromosuccinmide in N,N-dimethyl-formamide T=20°C; 4 h;
参考文献
ALZHEIMER'S INSTITUTE OF AMERICA, INC.; SEBAHAR, Paul R.; HALTER, Robert J.; MCLEOD, Donald A.; PARKER, Daniel P.; YAGER, Kraig M.; SHENDEROVICH, Mark D.; HOLCOMB, Ryan C.; RICHARDS, Burt; BARTEL, Paul L.; KIM, Se-Ho; SLATTUM, Paul M.; TANGALLAPALLY, Rajendra; TROVATO, Richard; YUNGAI, Ashantai J.
Patent: WO2014/4863 A2, 2014 ;
Location in patent: Paragraph 0230 ;
反应条件
1.1: iodine; sulfuric acid; periodic acid / ethanol; water / 15 h / 80 °C 1.2: pH 9 2.1: triethylamine; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1.67 h / 20 - 40 °C / Inert atmosphere 3.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 4 h / 80 °C / Inert atmosphere 4.1: bromine; acetic acid / 3 h / 90 °C View Scheme
反应条件
1: triethylamine; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1.67 h / 20 - 40 °C / Inert atmosphere 2: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 4 h / 80 °C / Inert atmosphere 3: bromine; acetic acid / 3 h / 90 °C View Scheme
反应条件
1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 4 h / 80 °C / Inert atmosphere 2: bromine; acetic acid / 3 h / 90 °C View Scheme
反应条件
1: 3-bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine With sodium hydride in N,N-dimethyl-formamide; mineral oil
T=0°C; 0.833333 h; Inert atmosphere;
2: p-toluenesulfonyl chloride in N,N-dimethyl-formamide; mineral oil
T=0 - 25°C; 1.5 h;
参考文献
MERCK SHARP and DOHME CORP.; CASH, Brandon; FISCHER, Christian; GARCIA, Yudith; JUNG, Joon; KATZ, Jason; KIM, June; RIVKIN, Alexey; SCHELL, Adam; SIU, Tony; WITTER, David; ZHOU, Hua
Patent: WO2011/137022 A1, 2011 ;
Location in patent: Page/Page column 31-32 ;
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.83 h / 0 °C / Inert atmosphere
1.2: 1.5 h / 0 - 25 °C
2.1: potassium acetate / palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene] / ethylene glycol dimethyl ether / 6 h / 86 °C / Inert atmosphere
View Scheme
参考文献
MERCK SHARP and DOHME CORP.; CASH, Brandon; FISCHER, Christian; GARCIA, Yudith; JUNG, Joon; KATZ, Jason; KIM, June; RIVKIN, Alexey; SCHELL, Adam; SIU, Tony; WITTER, David; ZHOU, Hua
Patent: WO2011/137022 A1, 2011 ;
