1 -甲基- 5 -苯基- 1H -吡唑合成路线 （共 40 条）
反应条件
1: 5-iodo-1-methylpyrazole With tert.-butyl lithium in tetrahydrofuran; pentane T=-78°C; 2 h; 2: With indium(III) chloride in tetrahydrofuran; pentane T=-78 - 20°C; 3: iodobenzene With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; pentane Heating; Further stages.;
参考文献
Font-Sanchis, Enrique; Cespedes-Guirao, F. Javier; Sastre-Santos, Angela; Fernandez-Lazaro, Fernando
Journal of Organic Chemistry, 2007 , vol. 72, # 9 p. 3589 - 3591
反应条件
1: 3-(pyrazol-3-yl)benzene With sodium hydride in tetrahydrofuran 0.5 h; 2: methyl iodide in tetrahydrofuran 3 h;
参考文献
ELI LILLY AND COMPANY
Patent: WO2006/102194 A1, 2006 ;
Location in patent: Page/Page column 180-181 ;
WO 2006/102194 A1
反应条件
copper(l) iodide in toluene T=100°C; 36 h;
参考文献
Nakamura, Itaru; Shiraiwa, Naozumi; Kanazawa, Ryo; Terada, Masahiro
Organic Letters, 2010 , vol. 12, # 18 p. 4198 - 4200
反应条件
sodium hydroxide in benzene
参考文献
Kano, Kunio; Scarpetti, David; Warner, John C.; Anselme, Jean-Pierre; Springer, James H.; Arison, Byron H.
Canadian Journal of Chemistry, 1986 , vol. 64, p. 2211 - 2219
反应条件
in diethyl ether T=0°C; Cyclization; 3 h; Heating;
参考文献
Pavlik, James W.; Kebede, Naod
Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8325 - 8334
反应条件
1: ethanol / 6 h / 20 °C / |Inert atmosphere 2: sodium carbonate / water / 4 h / |Reflux View Scheme
参考文献
Kirkham, James D.; Edeson, Steven J.; Harrity, Joseph P. A.; Stokes, Stephen
Organic Letters, 2012 , vol. 14, # 20 p. 5354 - 5357,4
反应条件
1: manganese(IV) oxide / acetone / 2 h / 20 °C / |Inert atmosphere 2: ethanol / 6 h / 20 °C / |Inert atmosphere 3: sodium carbonate / water / 4 h / |Reflux View Scheme
参考文献
Kirkham, James D.; Edeson, Steven J.; Harrity, Joseph P. A.; Stokes, Stephen
Organic Letters, 2012 , vol. 14, # 20 p. 5354 - 5357,4
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / |Inert atmosphere 1.2: 1 h / -78 - -20 °C / |Inert atmosphere 1.3: 1 h / -20 - 20 °C / |Inert atmosphere 2.1: manganese(IV) oxide / acetone / 2 h / 20 °C / |Inert atmosphere 3.1: ethanol / 6 h / 20 °C / |Inert atmosphere 4.1: sodium carbonate / water / 4 h / |Reflux View Scheme
参考文献
Kirkham, James D.; Edeson, Steven J.; Harrity, Joseph P. A.; Stokes, Stephen
Organic Letters, 2012 , vol. 14, # 20 p. 5354 - 5357,4
反应条件
in diphenylether Heating;
参考文献
Kano, Kunio; Scarpetti, David; Warner, John C.; Anselme, Jean-Pierre; Springer, James H.; Arison, Byron H.
Canadian Journal of Chemistry, 1986 , vol. 64, p. 2211 - 2219
反应条件
sodium carbonate in water 4 h; Reflux; Overall yield = 84 percent; Overall yield = 10 mg; regioselective reaction;
参考文献
Kirkham, James D.; Edeson, Steven J.; Harrity, Joseph P. A.; Stokes, Stephen
Organic Letters, 2012 , vol. 14, # 20 p. 5354 - 5357,4
