1-甲基-3-苯基-吡唑合成路线 （共 28 条）
反应条件
1: 3-(pyrazol-3-yl)benzene With sodium hydride in tetrahydrofuran; mineral oil 1 h; 2: methyl iodide in tetrahydrofuran; mineral oil T=20°C; 18 h;
参考文献
CalciMedica, Inc.
Patent: US2012/53210 A1, 2012 ;
Location in patent: Page/Page column 76 ;
US 20120053210 A1
反应条件
copper(I) bromide dimethylsulfide complex; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide in 1,2-dichloro-ethane T=135°C; 5 h; Schlenk technique;
参考文献
Zhang, Guangwu; Zhao, Yan; Ge, Haibo
Angewandte Chemie - International Edition, 2013 , vol. 52, # 9 p. 2559 - 2563
Angew. Chem., 2013 , vol. 125, # 9 p. 2619 - 2623,5
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(I) bromide dimethylsulfide complex; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide in 1,2-dichloro-ethane T=135°C; 5 h; Schlenk technique;
参考文献
Zhang, Guangwu; Zhao, Yan; Ge, Haibo
Angewandte Chemie - International Edition, 2013 , vol. 52, # 9 p. 2559 - 2563
Angew. Chem., 2013 , vol. 125, # 9 p. 2619 - 2623,5
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
参考文献
Brehme; Gruendemann; Schneider
Journal fuer Praktische Chemie - Practical Applications and Applied Chemistry (Germany), 2000 , vol. 342, # 7 p. 700 - 706
反应条件
1: 82 percent / KMnO4; aq. NaOH / Bu4NHSO4 / toluene / 0.67 h / 80 °C 2: 92.7 percent / 1 h / 240 - 260 °C View Scheme
参考文献
Brehme; Gruendemann; Schneider
Journal fuer Praktische Chemie - Practical Applications and Applied Chemistry (Germany), 2000 , vol. 342, # 7 p. 700 - 706
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
反应条件
in diethyl ether Cyclization; 4 h; ice bath -> reflux;
参考文献
Pavlik, James W.; Kebede, Naod
Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8325 - 8334
反应条件
in toluene Cycloaddition; 1 h; Heating;
参考文献
Washizuka, Ken-Ichi; Nagai, Keiko; Minakata, Satoshi; Ryu, Ilhyong; Komatsu, Mitsuo
Tetrahedron Letters, 1999 , vol. 40, # 50 p. 8849 - 8853
