化学合成。
医药; 农药
合成路线 1(1. 合成:105752-11-2)
产率:92%
合成条件:Stage #1: With sulfuric acid In water at 100℃; for 4 h; Stage #2: With sodium hydroxide In water at 20℃;
实验步骤:将N-(4-碘 - 吡啶-3-基)-2,2-二甲基 - 丙酰胺(20.00g,65.76mmol)加入到2L圆底烧瓶中,加入24%硫酸水溶液(640mL)。 小心。 将混合物加热至100℃并保持4小时。 通过分析型HPLC确定反应完成。 将混合物冷却至室温,然后用4N NaOH(约700mL)小心地调节至pH 7-8。 向混合物中加入饱和碳酸氢钠,将产物萃取到二氯甲烷(3×500mL)中。 合并有机层并浓缩,得到3-氨基-4-碘 - 吡啶(13.3g,92%)。
参考文献:
- [1] Journal of Medicinal Chemistry, 2007, vol. 50, # 26, p. 6519 - 6534 [2] Patent: WO2006/86609, 2006, A2. Location in patent: Page/Page column 154 [3] Patent: EP1595881, 2005, A1. Location in patent: Page/Page column 57 [4] Journal of Heterocyclic Chemistry, 1994, vol. 31, # 1, p. 11 - 16 [5] Tetrahedron Letters, 2004, vol. 45, # 46, p. 8569 - 8573 [6] Patent: US2009/306121, 2009, A1. Location in patent: Page/Page column 25-26; sheet 16 [7] Patent: WO2006/86609, 2006, A2. Location in patent: Page/Page column 155 [8] Dalton Transactions, 2011, vol. 40, # 16, p. 4217 - 4222 [9] Patent: US2012/232051, 2012, A1. Location in patent: Page/Page column 61 [10] Patent: WO2012/117000, 2012, A1. Location in patent: Page/Page column 128 [11] Chemistry - A European Journal, 2012, vol. 18, # 51, p. 16358 - 16368