作为医药中间体或活性成分,用于相关药物研发。
医药
合成路线 1(1. 合成:31270-80-1)
产率:81%
合成条件:Stage #1: at 120℃; for 0.50 h; Stage #2: With sodium hydroxide In waterCooling with ice
实验步骤:参考例4 4-氯呋喃并[3,2-c]吡啶; [显示图像]将Furo [3,2-c]吡啶-4(5H) - 酮(72.2g,534mmol)加入到加热至120℃的磷酰氯(100mL)中,并将混合物搅拌30分钟。 减压蒸发溶剂。 将冰冷却的水加入到残余物中,并将混合物用8M氢氧化钠水溶液碱化,并用乙酸乙酯萃取。 萃取液用饱和盐水洗涤,用无水硫酸钠干燥。 减压蒸发溶剂,并通过硅胶柱色谱法(乙酸乙酯/己烷= 30/70)纯化残余物,得到标题化合物(66.1g,产率81%)。 1H-NMR(CDCl3)δ:7.13(1H,dd,J = 2.2,1.0Hz),7.79(1H,dd,J = 5.8,1.0Hz),8.27(1H,d,J = 2.2Hz),8.32( 1H,d,J = 5.8Hz)。
参考文献:
- [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 1, p. 250 - 254 [2] Journal of Medicinal Chemistry, 1989, vol. 32, # 6, p. 1147 - 1156 [3] Patent: EP2100895, 2009, A1. Location in patent: Page/Page column 44-45 [4] Bulletin de la Societe Chimique de France, 1971, p. 1727 - 1730 [5] Archiv der Pharmazie, 1981, vol. 314, # 2, p. 156 - 162 [6] Journal of Heterocyclic Chemistry, 1971, vol. 8, p. 57 - 60 [7] Patent: WO2004/100947, 2004, A2. Location in patent: Page 21; 16 [8] Patent: WO2005/67900, 2005, A2. Location in patent: Page/Page column 39-40 [9] Chemical and Pharmaceutical Bulletin, 2009, vol. 57, # 1, p. 34 - 42 [10] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 14, p. 3199 - 3203 [11] Patent: WO2005/67900, 2005, A2. Location in patent: Page/Page column 39-40