4-溴-1,3,5-三甲基吡唑合成路线 (共 7 条)
反应条件
N-bromosuccinmide in ethyl acetate T=25 - 30°C; 0.1 h; ultrasound irradiation;
参考文献
Stefani, Helio A.; Pereira, Claudio M. P.; Almeida, Roberta B.; Braga, Rodolpho C.; Guzen, Karla P.; Cella, Rodrigo
Tetrahedron Letters, 2005 , vol. 46, # 40 p. 6833 - 6837
反应条件
potassium hydroxide in ethanol T=78°C; 1.5 h;
参考文献
Ivachtchenko, Alexandre V.; Kravchenko, Dmitry V.; Zheludeva, Valentina I.; Pershin, Dmitry G.
Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 931 - 939
反应条件
1.1: BuLi; TMEDA / tetrahydrofuran / 5 h / -78 °C 1.2: 19 percent / tetrahydrofuran / -78 - 0 °C 2.1: CCl4 / 20 °C 2.2: 72 percent / aq. HCl / acetone / Heating View Scheme
参考文献
Calle; Cuadrado; Gonzalez-Nogal; Valero
Synthesis, 2001 , # 13 p. 1949 - 1958
反应条件
AdBrettPhos; C58H78NO4PPdS; ammonia; sodium t-butanolate in 1,4-dioxane T=100°C; Inert atmosphere;
参考文献
Cheung, Chi Wai; Surry, David S.; Buchwald, Stephen L.
Organic Letters, 2013 , vol. 15, # 14 p. 3734 - 3737
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -90 °C 1.2: trimethylborate / tetrahydrofuran; hexane / 0.5 h / -70 °C 1.3: 25 percent / aq. ammonium chloride / tetrahydrofuran; hexane / 1 h / 20 °C 2.1: 65 percent / molecular sieves 4 Angstroem / tetrahydrofuran / 2 h / 20 °C View Scheme
参考文献
Ivachtchenko, Alexandre V.; Kravchenko, Dmitry V.; Zheludeva, Valentina I.; Pershin, Dmitry G.
Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 931 - 939
反应条件
1: With n-butyllithium in tetrahydrofuran T=-78°C; 1.5 h; 2: With boric acid trimethyl ester in tetrahydrofuran T=-10°C; 2 h; 3: With hydrogenchloride; water in tetrahydrofuran T=-10°C; 0.5 h;
参考文献
ELI LILLY AND COMPANY
Patent: WO2006/102194 A1, 2006 ;
Location in patent: Page/Page column 95 ;
WO 2006/102194 A1
反应条件
n-butyllithium; diethyl ether T=-30°C; Behandeln des Reaktionsgemisches mit festem CO2 bei -70grad;
参考文献
Huettel; Schoen
Justus Liebigs Annalen der Chemie, 1959 , vol. 625, p. 55,60