2,4-二氟-n-[2-甲氧基-5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)-3-吡啶]-苯磺酰胺合成路线 （共 10 条）
反应条件
potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct in 1,4-dioxane; water T=80°C; Suzuki Coupling; 2 h;
参考文献
GLAXOSMITHKLINE LLC; BOTYANSZKI, Janos; DICKERSON, Scott Howard; LEIVERS, Martin Robert; LI, Xiaofei; MCFADYEN, Robert Blount; REDMAN, Aniko Maria; SHOTWELL, John Bradford; XUE, Jianjun
Patent: WO2012/174312 A2, 2012 ;
Location in patent: Page/Page column 220 ;
WO 2012/174312 A2
反应条件
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; potassium acetate in 1,4-dioxane; dichloromethane
T=100°C; 4 h;
参考文献
Leivers, Anna L.; Tallant, Matthew; Shotwell, J. Brad; Dickerson, Scott; Leivers, Martin R.; McDonald, Octerloney B.; Gobel, Jeff; Creech, Katrina L.; Strum, Susan L.; Mathis, Amanda; Rogers, Sabrinia; Moore, Chris B.; Botyanszki, Janos
Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 2091 - 2106
参考文献
Su, Weiguo; Zhang, Weihan; Yang, Haibin
Patent: US2013/190307 A1, 2013 ;
Location in patent: Paragraph 0158; 0161 ;
反应条件
1: With pyridine
T=20°C; 2 h;
2: With formic acid; ammonium acetate; water in acetonitrile
参考文献
GLAXO GROUP LIMITED; HAMBLIN, Julie, Nicole; JONES, Paul, Spencer; KEELING, Suzanne, Elaine; LE, Joelle; MITCHELL, Charlotte, Jane; PARR, Nigel, James
Patent: WO2010/125082 A1, 2010 ;
Location in patent: Page/Page column 75-76 ;
WO 2010/125082 A1
反应条件
1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / N,N-dimethyl-formamide; 1,4-dioxane / 0.17 h / 150 °C / Microwave irradiation
2: pyridine / 20 °C / Inert atmosphere
View Scheme
参考文献
CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; KURZ, Guido; RICO FERREIRA, Maria del Rosario; SOILAN RODRIGUEZ, David; ORTEGA SORET, Miguel Angel; MARTINEZ GONZALEZ, Sonia
Patent: WO2011/121317 A1, 2011 ;
WO 2011/121317 A1
反应条件
1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane / 2 h / Reflux
2: hydrogen / Raney-Ni / methanol / 2 h / 20 °C
3: pyridine / 20 °C
View Scheme
参考文献
HUTCHISON MEDIPHARMA LIMITED; SU, Weiguo; ZHANG, Weihan; YANG, Haibin
Patent: WO2012/34526 A1, 2012 ;
WO 2012/034526 A1
反应条件
1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / N,N-dimethyl-formamide; 1,4-dioxane / 0.17 h / 150 °C / Microwave irradiation
2: pyridine / 20 °C / Inert atmosphere
View Scheme
参考文献
CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; KURZ, Guido; RICO FERREIRA, Maria del Rosario; SOILAN RODRIGUEZ, David; ORTEGA SORET, Miguel Angel; MARTINEZ GONZALEZ, Sonia
Patent: WO2011/121317 A1, 2011 ;
WO 2011/121317 A1
反应条件
1: hydrogen / Raney-Ni / methanol / 2 h / 20 °C
2: pyridine / 20 °C
View Scheme
参考文献
HUTCHISON MEDIPHARMA LIMITED; SU, Weiguo; ZHANG, Weihan; YANG, Haibin
Patent: WO2012/34526 A1, 2012 ;
WO 2012/034526 A1
反应条件
1.1: sodium methylate / 19 h / 0 - 20 °C
2.1: iron; ammonium chloride / ethanol; water / 1 h / |Reflux
3.1: pyridine / 24 h / 23 °C
3.2: 1 h / 23 °C
4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; potassium acetate / 1,4-dioxane / 3 h / 90 °C / |Inert atmosphere
View Scheme
参考文献
CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Zhuo; WANG, Tingjin; WU, Zuping; WEN, Qiuling
Patent: WO2014/22128 A1, 2014 ;
反应条件
1: pyridine / 0.25 h / 20 °C
2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane; dichloromethane / 4 h / 100 °C
View Scheme
参考文献
Leivers, Anna L.; Tallant, Matthew; Shotwell, J. Brad; Dickerson, Scott; Leivers, Martin R.; McDonald, Octerloney B.; Gobel, Jeff; Creech, Katrina L.; Strum, Susan L.; Mathis, Amanda; Rogers, Sabrinia; Moore, Chris B.; Botyanszki, Janos
Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 2091 - 2106
