6-溴-2-苯基咪唑并[1,2-a]吡啶主要应用于医药和农药领域,具体用途描述未在输入数据中详细说明。
医药; 农药
合成路线 1(1. 合成:4044-98-8)
产率:60%
合成条件:With iodine In cyclohexane at 60℃; for 0.25 h; Green chemistry
实验步骤:一般步骤:首先,将2-氨基吡啶(0.25mmol),取代的苯乙酮(0.25mmol),碘(20mol%,13mg)和环己烷(2mL)置于25mL圆底烧瓶中并在60°搅拌 C。 在该条件下继续搅拌15分钟。 然后,将反应混合物用30mL水稀释,并用乙酸乙酯收集有机层。 将有机层用Na 2 SO 4干燥并减压浓缩。粗产物通过柱色谱法纯化,使用石油醚和乙酸乙酯作为洗脱剂。
参考文献:
- [1] Journal of Organic Chemistry, 2013, vol. 78, # 24, p. 12494 - 12504 [2] Advanced Synthesis and Catalysis, 2013, vol. 355, # 9, p. 1741 - 1747 [3] Synthetic Communications, 2018, vol. 48, # 9, p. 1076 - 1084 [4] Advanced Synthesis and Catalysis, 2013, vol. 355, # 11-12, p. 2217 - 2221 [5] European Journal of Organic Chemistry, 2015, vol. 2015, # 29, p. 6526 - 6533 [6] Patent: CN107629050, 2018, A. Location in patent: Paragraph 0200; 0202
合成路线 2(2. 合成:4044-98-8)
产率:81%
合成条件:With sodium hydrogencarbonate In ethanol for 6 h; Heating / reflux
实验步骤:将5.8g(29mmol)苯甲酰溴和5.0g(29mmol)2-氨基-5-溴吡啶溶解于50ml乙醇中,加入3.6g碳酸氢钠,将所得悬浮液加热回流6小时。 反应完成后,进行过滤分离,用水和乙醇洗涤所得晶体,得到6.4g 6-溴-2-苯基 - 咪唑并[1,2-a]吡啶(收率:81%)。
参考文献:
- [1] Patent: EP1582516, 2005, A1. Location in patent: Page/Page column 86 [2] European Journal of Medicinal Chemistry, 2011, vol. 46, # 9, p. 4252 - 4257 [3] Patent: WO2013/34048, 2013, A1. Location in patent: Page/Page column 72 [4] European Journal of Organic Chemistry, 2014, vol. 2014, # 21, p. 4643 - 4650 [5] Tetrahedron Letters, 2017, vol. 58, # 28, p. 2771 - 2773 [6] Journal of Organic Chemistry, 2007, vol. 72, # 20, p. 7650 - 7655 [7] Patent: US2009/253735, 2009, A1. Location in patent: Page/Page column 5 [8] Tetrahedron, 2011, vol. 67, # 37, p. 7128 - 7138 [9] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 11, p. 3368 - 3372 [10] Green Chemistry, 2016, vol. 18, # 6, p. 1455 - 1458 [11] Synthetic Communications, 2016, vol. 46, # 21, p. 1741 - 1746 [12] Advanced Synthesis and Catalysis, 2017, vol. 359, # 13, p. 2215 - 2221 [13] Patent: KR2018/61825, 2018, A. Location in patent: Paragraph 0194-0197 [14] European Journal of Organic Chemistry, 2018, vol. 2018, # 26, p. 3432 - 3436