190728-25-7 4-[(6,7-二甲氧基喹啉-4-基)氧基]苯胺

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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