4-氯-7-甲基噻吩并[3,2-D]嘧啶属于噻吩并嘧啶类衍生物,是一种具有良好生物活性的稠杂环化合物,尤其在医药方面得到了大量的研究。
医药
合成路线 1(1. 合成:175137-21-0)
- 步骤:将7-甲基-3H-噻吩并[3,2-d]嘧啶-4-酮(167,10.6g,64.0mmol)的溶液在氮氧化磷(42mL)中,在N₂下回流2小时;将所得溶液冷却至室温,小心倒入饱和碳酸钠水溶液(300mL)中和;含水混合物用乙酸乙酯萃取,有机层用水和盐水洗涤,无水硫酸镁干燥,减压蒸发溶剂,残余物经P₂O₅真空干燥过夜。
- 条件:for 2 h; Heating / reflux;N₂氛围
- 产率:95%
- 参考文献:[1] Patent: US2006/4002, 2006, A1. Location in patent: Page/Page column 12; 21; 23; 30; 31-32 [2] Patent: WO2013/100632, 2013, A1. Location in patent: Page/Page column 62 [3] Patent: US2014/371219, 2014, A1. Location in patent: Paragraph 0436; 0437 [4] Patent: WO2012/156756, 2012, A2. Location in patent: Page/Page column 99 [5] Patent: WO2011/93684, 2011, A2. Location in patent: Page/Page column 33; 34 [6] Patent: WO2011/93672, 2011, A2. Location in patent: Page/Page column 45; 46 [7] Patent: US2012/15962, 2012, A1. Location in patent: Page/Page column 66 [8] Patent: US2012/302567, 2012, A1. Location in patent: Page/Page column 20 [9] Patent: US2013/53370, 2013, A1. Location in patent: Paragraph 0269-0271 [10] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 4206 - 4217
合成路线 2(2. 合成:175137-21-0)
- 步骤:在N₂下,将7-甲基-3H-噻吩并[3,2-d]嘧啶-4-酮(3,2.9g,18mmol)的磷酰氯(18mL)溶液加热回流1小时;将所得溶液冷却至室温,倒入饱和碳酸氢钠水溶液中和;含水混合物用乙醚萃取,有机层用水洗涤,饱和氯化钠水溶液洗涤,无水硫酸镁干燥,减压蒸发溶剂。
- :With sodium hydrogencarbonate In trichlorophosphate;Heating / reflux;N₂氛围