2,4,5-三氯-7H-吡咯并[2,3-d]嘧啶作为中间体或关键原料,广泛应用于医药和农药领域的合成反应中,其高收率的制备方法为相关工业生产提供了可靠途径。
医药; 农药
路线1:
- 起始原料:2,4-二氯-7H-吡咯并[2,3-d]嘧啶(2.0 g,10.64 mmol)
- 反应试剂:N-氯代琥珀酰亚胺(NCS,1.70 g,12.76 mmol)
- 溶剂:二氯甲烷/四氢呋喃(DCM/THF,15 mL/6 mL)混合溶剂
- 反应条件:微波辐射加热至90℃,保持2.5小时
- 后处理:减压蒸馏除去溶剂,快速柱色谱纯化(洗脱剂:9:1 v/v 己烷/乙酸乙酯)
- 产物:2,4,5-三氯-7H-吡咯并[2,3-d]嘧啶(2.2 g,收率93%),白色结晶固体
- 表征:质谱(MS)m/z 223.48 [M + 1]
- 参考文献:[1] Chemistry - A European Journal, 2015, vol. 21, # 34, p. 11976 - 11979;[2] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 5, p. 584 - 589;[3] Patent: WO2016/130920, 2016, A2. Location in patent: Page/Page column 115;[4] Patent: WO2018/4306, 2018, A1. Location in patent: Page/Page column 127;[5] Organic Letters, 2016, vol. 18, # 9, p. 1976 - 1979;[6] Journal of the American Chemical Society, 2014, vol. 136, # 19, p. 6908 - 6911;[7] Patent: WO2017/87905, 2017, A1. Location in patent: Page/Page column 170;[8] Patent: WO2011/140338, 2011, A1. Location in patent: Page/Page column 75;[9] Helvetica Chimica Acta, 2008, vol. 91, # 6, p. 1083 - 1105;[10] Patent: US2010/204221, 2010, A1. Location in patent: Page/Page column 18