吡唑并[1,5-A]吡啶-3-甲酸乙酯合成路线 （共 14 条）
反应条件
air; potassium carbonate in N,N-dimethyl-formamide 1.5 h; Ambient temperature;
参考文献
Loeber; Huebner; Utz; Gmeiner
Journal of Medicinal Chemistry, 2001 , vol. 44, # 17 p. 2691 - 2694
反应条件
1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / |Inert atmosphere 2: Dess-Martin periodane / dichloromethane / 0 - 20 °C / |Inert atmosphere 3: palladium on activated charcoal; hydrogen / ethanol / 20 - 60 °C / |Inert atmosphere View Scheme
参考文献
ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory
Patent: WO2013/142269 A1, 2013 ;
反应条件
1.1: 86 percent / 40 percent aq. H2SO4 / 3 h / Heating 2.1: n-BuLi / tetrahydrofuran / -78 °C 2.2: 86 percent / tetrahydrofuran / 0.5 h / -78 °C View Scheme
参考文献
Loeber; Huebner; Utz; Gmeiner
Journal of Medicinal Chemistry, 2001 , vol. 44, # 17 p. 2691 - 2694
反应条件
lithium aluminium tetrahydride in tetrahydrofuran T=20 - 60°C; 1 h;
参考文献
Loeber, Stefan; Huebner, Harald; Gmeiner, Peter
Bioorganic & Medicinal Chemistry Letters, 1999 , vol. 9, # 1 p. 97 - 102
反应条件
1: 88 percent / NaOH / methanol / 48 h / Ambient temperature 2: 1.) (COCl)2 / 1.) toluene, from RT to 60 deg C, 4.5 h, 2.) CH2Cl2, from -60 deg C to RT, 2 h 3: 71 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme
参考文献
Loeber, Stefan; Huebner, Harald; Gmeiner, Peter
Bioorganic & Medicinal Chemistry Letters, 1999 , vol. 9, # 1 p. 97 - 102
反应条件
dimethylaluminium amide in xylene 7 h; Heating;
参考文献
Gmeiner; Schuenemann
Archiv der Pharmazie, 1988 , vol. 321, # 9 p. 517 - 520
反应条件
1: With sulfuric acid; water 2.25 h; Reflux; 2: With sodium hydroxide in water
参考文献
Bethel, Paul A.; Campbell, Andrew D.; Goldberg, Frederick W.; Kemmitt, Paul D.; Lamont, Gillian M.; Suleman, Abid
Tetrahedron, 2012 , vol. 68, # 27-28 p. 5434 - 5444
反应条件
1-methyl-piperazine; sodium bis(2-methoxyethoxy)aluminium dihydride in toluene 14 h; Ambient temperature;
参考文献
Gmeiner; Schuenemann
Archiv der Pharmazie, 1988 , vol. 321, # 9 p. 517 - 520
反应条件
1: sodium hydroxide; water / ethanol / 1 h / Reflux 2: sodium hydrogencarbonate; N-bromosuccinmide / N,N-dimethyl-formamide / 4 h / 20 °C View Scheme
参考文献
ALMIRALL, S.A.; BACH TANA, Jordi; PAGES SANTACANA, Lluis, Miquel; TALTAVULL MOLL, Joan; EASTWOOD, Paul, Robert; GONZALEZ RODRIGUES, Jacob; GIULIO MATASSA, Victor
Patent: WO2011/101161 A1, 2011 ;
WO 2011/101161 A1
反应条件
lithium aluminium tetrahydride in tetrahydrofuran T=0°C; 1 h;
参考文献
Gmeiner; Sommer
Archiv der Pharmazie, 1988 , vol. 321, # 9 p. 505 - 507
