3-(2-氟-5-(4,4,5,5-四甲基-1,3,2-二氧硼烷)苯基)吡啶合成路线 （共 7 条）
反应条件
sodium hydroxide; potassium acetate in 1,4-dioxane; dimethyl sulfoxide
参考文献
Carling, William Robert; Hallett, David James; Russell, Michael Geoffrey Neil; Street, Leslie Joseph
Patent: US2003/55060 A1, 2003 ;
反应条件
1.1: SnCl2*2H2O / ethanol
2.1: NaNO2; aq. HBr; CuBr / 0 - 50 °C
2.2: Pd(dppf)Cl2; KOAc / dioxane / 90 °C
View Scheme
参考文献
Jennings, Andrew S.R.; Lewis, Richard T.; Russell, Michael G.N.; Hallett, David J.; Street, Leslie J.; Castro, Jose L.; Atack, John R.; Cook, Susan M.; Lincoln, Rachael; Stanley, Joanna; Smith, Alison J.; Reynolds, David S.; Sohal, Bindi; Pike, Andrew; Marshall, George R.; Wafford, Keith A.; Sheppard, Wayne F.A.; Tye, Spencer J.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1477 - 1480
反应条件
1.1: Pd2(dba)3; P(t-Bu)3; KF / tetrahydrofuran / 0 - 50 °C
2.1: SnCl2*2H2O / ethanol
3.1: NaNO2; aq. HBr; CuBr / 0 - 50 °C
3.2: Pd(dppf)Cl2; KOAc / dioxane / 90 °C
View Scheme
参考文献
Jennings, Andrew S.R.; Lewis, Richard T.; Russell, Michael G.N.; Hallett, David J.; Street, Leslie J.; Castro, Jose L.; Atack, John R.; Cook, Susan M.; Lincoln, Rachael; Stanley, Joanna; Smith, Alison J.; Reynolds, David S.; Sohal, Bindi; Pike, Andrew; Marshall, George R.; Wafford, Keith A.; Sheppard, Wayne F.A.; Tye, Spencer J.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1477 - 1480
反应条件
1.1: Pd(dppf)Cl2; KOAc / dioxane / 90 °C
2.1: Pd2(dba)3; P(t-Bu)3; KF / tetrahydrofuran / 0 - 50 °C
3.1: SnCl2*2H2O / ethanol
4.1: NaNO2; aq. HBr; CuBr / 0 - 50 °C
4.2: Pd(dppf)Cl2; KOAc / dioxane / 90 °C
View Scheme
参考文献
Jennings, Andrew S.R.; Lewis, Richard T.; Russell, Michael G.N.; Hallett, David J.; Street, Leslie J.; Castro, Jose L.; Atack, John R.; Cook, Susan M.; Lincoln, Rachael; Stanley, Joanna; Smith, Alison J.; Reynolds, David S.; Sohal, Bindi; Pike, Andrew; Marshall, George R.; Wafford, Keith A.; Sheppard, Wayne F.A.; Tye, Spencer J.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1477 - 1480
反应条件
1: 4-fluoro-3-(pyridin-3-yl)phenylamine With hydrogen bromide; copper(I) bromide; sodium nitrite
T=0 - 50°C;
2: 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate in 1,4-dioxane
T=90°C;
参考文献
Jennings, Andrew S.R.; Lewis, Richard T.; Russell, Michael G.N.; Hallett, David J.; Street, Leslie J.; Castro, Jose L.; Atack, John R.; Cook, Susan M.; Lincoln, Rachael; Stanley, Joanna; Smith, Alison J.; Reynolds, David S.; Sohal, Bindi; Pike, Andrew; Marshall, George R.; Wafford, Keith A.; Sheppard, Wayne F.A.; Tye, Spencer J.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1477 - 1480
反应条件
1: aq. HBr; NaNO2; CuBr / dioxane / 0.5 h / 5 - 50 °C
2: AcOK; dichloro[1,1'-bis(diphenylphosphino)ferrocene]Pd(II)*CH2Cl2; DMSO / dioxane / 16 h / 90 °C
View Scheme
参考文献
Goodacre, Simon C.; Street, Leslie J.; Hallett, David J.; Crawforth, James M.; Kelly, Sarah; Owens, Andrew P.; Blackaby, Wesley P.; Lewis, Richard T.; Stanley, Joanna; Smith, Alison J.; Ferris, Pushpinder; Sohal, Bindi; Cook, Susan M.; Pike, Andrew; Brown, Nicola; Wafford, Keith A.; Marshall, George; Castro, Jose L.; Atack, John R.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 1 p. 35 - 38
反应条件
1: KF; tris(dibenzylideneacetone)dipalladium; tri-tert-butylphosphine / tetrahydrofuran; dioxane / 1.5 h / 20 - 50 °C
2: SnCl2*2H2O / ethanol; tetrahydrofuran / 12 h / 20 °C
3: aq. HBr; NaNO2; CuBr / dioxane / 0.5 h / 5 - 50 °C
4: AcOK; dichloro[1,1'-bis(diphenylphosphino)ferrocene]Pd(II)*CH2Cl2; DMSO / dioxane / 16 h / 90 °C
View Scheme
参考文献
Goodacre, Simon C.; Street, Leslie J.; Hallett, David J.; Crawforth, James M.; Kelly, Sarah; Owens, Andrew P.; Blackaby, Wesley P.; Lewis, Richard T.; Stanley, Joanna; Smith, Alison J.; Ferris, Pushpinder; Sohal, Bindi; Cook, Susan M.; Pike, Andrew; Brown, Nicola; Wafford, Keith A.; Marshall, George; Castro, Jose L.; Atack, John R.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 1 p. 35 - 38
