作为医药中间体，用于药物合成反应，如在喹啉类衍生物的制备中作为关键中间体。
医药
合成路线 1（1. 合成：190728-25-7）
产率：100%
合成条件：With ammonium chloride; zinc In tetrahydrofuran; methanol; water for 2 h; Heating / reflux
实验步骤：步骤2：4-（6,7-二甲氧基喹啉-4-基氧基）苯胺（99）向98（0.25g，0.77mmol）的1：1 MeOH / THF（50mL）溶液中加入Zn粉（0.55g，8.4mmol） ）和氯化铵（0.085g，1.6mmol）的水（5mL）溶液。 将所得混合物加热至回流2小时，然后通过硅藻土过滤并浓缩。 将残余物溶于二氯甲烷中，用水，盐水洗涤，干燥（MgSO 4），过滤并浓缩，得到粗99（0.25g，> 100％），其无需进一步纯化即可使用。 MS（m / z）：297.1（M + H）。
参考文献：
- [1] Patent: US2008/4273, 2008, A1. Location in patent: Page/Page column 86 [2] Patent: CN108264482, 2018, A. Location in patent: Paragraph 0022; 0027 [3] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 23, p. 5117 - 5133 [4] Journal of Labelled Compounds and Radiopharmaceuticals, 2018, vol. 61, # 1, p. 11 - 17 [5] Journal of Medicinal Chemistry, 2018, vol. 61, # 14, p. 6277 - 6292 [6] Patent: WO2013/180949, 2013, A1. Location in patent: Paragraph 0172 [7] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 4, p. 875 - 879 [8] Journal of Medicinal Chemistry, 2005, vol. 48, # 5, p. 1359 - 1366 [9] Patent: WO2008/48375, 2008, A1. Location in patent: Page/Page column 48 [10] Patent: WO2010/83414, 2010, A1. Location in patent: Page/Page column 25 [11] Patent: US2012/70368, 2012, A1 [12] Patent: US2012/252840, 2012, A1 [13] Patent: WO2015/164869, 2015, A1. Location in patent: Paragraph 00255; 00258 [14] Patent: US2016/772, 2016, A1. Location in patent: Paragraph 0086; 0090 [15] Patent: EP2758057, 2017, B1. Location in patent: Paragraph 0109 [16] Patent: CN103664778, 2017, B. Location in patent: Paragraph 0054; 0055; 0056; 0061; 0062
合成路线 2（2. 合成：190728-25-7）
产率：97%
合成条件：With formic acid; palladium 10% on activated carbon; potassium formate In tetrahydrofuran; water at 60℃; for 15 h; Large scale
实验步骤：4-（6,7-二甲氧基 - 喹啉-4-基氧基） - 苯胺的制备添加含有甲酸钾（5.0kg），甲酸（3.0kg）和水（16.0kg）的溶液得到6,7-二甲氧基-4-（4-硝基 - 苯氧基） - 喹啉（4.0千克），10％钯碳（50％水湿，0.4千克）在四氢呋喃（TI-IF，40.0千克）中的混合物加热到大约60°C。进行添加使得反应混合物的温度保持在约60℃。当使用过程中HPLC分析（剩余起始材料少于2％，通常为15小时）确定反应完成时，过滤反应器内容物。通过在约35℃下真空蒸馏将滤液浓缩至其原始体积的一半，这导致产物沉淀。通过过滤回收产物，用水（12.0kg）洗涤，并在约50℃下真空干燥，得到标题化合物（3.0kg; 97％曲线下面积（AUC））。
参考文献：
- [1] Patent: WO2013/166296, 2013, A1. Location in patent: Paragraph 00108 [2] Patent: WO2013/43840, 2013, A1. Location in patent: Paragraph 00111; 00114
合成路线 3（3. 合成：190728-25-7）
产率：83.6%
合成条件：With sodium methylate In dimethyl sulfoxide at 90℃; for 9 h;
实验步骤：加入4-氯-6,7-二甲氧基喹啉（35.3g，157.8mmol）和甲醇钠（12.1g，224mmol）的二甲基亚砜（200ml）。 在反应溶液中加入4-氨基苯酚（20.67g，189.4mmol）的二甲基亚砜（150ml），使反应溶液在90℃反应9小时，冷却至室温，倒入1600ml冰水中，加入 用100ml乙酸乙酯洗涤，过滤并减压干燥，得到4 - [（6,7-二甲氧基喹啉-4-基）氧基]苯胺（39.1g，产率：83.6％）。
参考文献：
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