4-[2-(吡咯烷-1-基)乙氧基]苯胺主要用于医药领域,具体用途未在提供的资料中详细说明,但根据其化学结构和合成背景,推测可能作为药物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:50609-01-3)
产率:99.88%
合成条件:With hydrogen In methanol
实验步骤:将1- [2-(4-硝基苯氧基)乙基]吡咯烷(来自Combi-Blocks,LLC,5.00g,0.0212mol)在100mL MeOH中的混合物在0.5g 10%Pd / C的存在下在气球下氢化。 一夜之间氢气的压力。 滤除催化剂后,将滤液蒸发至干,直接用于下一步骤(4.36g,99.88%)。 LCMS(M + H)207.4。
参考文献:
- [1] Patent: WO2009/64835, 2009, A1. Location in patent: Page/Page column 168 [2] Patent: WO2004/26823, 2004, A1. Location in patent: Page 36 [3] Patent: WO2016/34642, 2016, A1. Location in patent: Page/Page column 35 [4] Patent: US2015/336982, 2015, A1. Location in patent: Paragraph 0155; 0157 [5] Journal of Organic Chemistry, 1951, vol. 16, p. 1421,1424 [6] Patent: WO2007/53452, 2007, A1. Location in patent: Page/Page column 65 [7] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 9, p. 2527 - 2534 [8] Chemical Biology and Drug Design, 2014, vol. 83, # 5, p. 592 - 599 [9] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 5, p. 1044 - 1054 [10] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 12, p. 2668 - 2673
合成路线 2(2. 合成:50609-01-3)
产率:39%
合成条件:With sodium hydroxide In N,N-dimethyl-formamide at 75℃; for 2 h;
实验步骤:向圆底烧瓶中加入1-(2-氯乙基) - 吡咯烷盐酸盐(2g,11.76mmol),4-氨基苯酚(1.28g,11.76mmol)和氢氧化钠(1.176g,29.4mmol)甲酰胺(15mL)。 然后在75℃下搅拌2小时。 当反应完成时,将溶液冷却至室温并过滤。 减压蒸馏滤液以除去溶剂,向反应混合物中加入饱和氯化钠水溶液,然后用二氯甲烷萃取。 用无水硫酸镁干燥后,减压蒸馏除去溶剂,所得产物用柱色谱纯化,得到标题化合物(0.95g,39%)。
参考文献:
- [1] Journal of Medicinal Chemistry, 2006, vol. 49, # 15, p. 4451 - 4454 [2] Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7066 - 7083 [3] Patent: KR101916773, 2018, B1. Location in patent: Paragraph 0143-0146 [4] Patent: WO2005/47273, 2005, A1. Location in patent: Page/Page column 24-25