A method for direct amination reaction of aromatic amide aromatic ring c-h bond
A technology of aryl reaction, which is applied in the field of preparation of aromatic amide compounds, can solve the problems of high cost, difficulty in large-scale preparation, etc.
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Embodiment 1
[0051] Embodiment 1: the preparation of 2-morpholine-8-aminoquinoline benzoyl
[0052]
[0053] 0.248 g (1.0 mmol) 8-aminoquinoline benzoyl, 0.26 mL (3.0 mmol) morpholine, 0.1 g (0.5 mmol) Cu(OAc) were added sequentially to the 50 mL reaction tube 2 ·H 2 O, 0.276 grams (2.0 mmol) of potassium carbonate, 5 mL of DMF; the reaction was carried out at 70° C. for 3 hours, after the reaction was completed, it was cooled to room temperature, 30 ml of water was added, and then 0.186 grams (0.5 mmol) of EDTA was added and stirred for 30 minutes. Extract the reaction solution with dichloromethane, combine the organic phases and add a desiccant, filter to remove the desiccant, concentrate the organic phase, and use column chromatography to separate and purify the mixture in the reaction solution to obtain the target product 2-morpholine-8 -Aminoquinoline benzoyl 0.300 g (90% yield).
Embodiment 2
[0054] Embodiment 2: Preparation of 2-morpholine-4-methoxy-8-aminoquinoline benzoyl
[0055]
[0056] According to the method and steps described in Example 1, the difference is that 8-aminoquinoline benzoyl is changed to 4-methoxy-8-aminoquinoline benzoyl. Finally, 0.290 g of the target product was obtained (yield 80%).
Embodiment 3
[0057] Embodiment 3: Preparation of 2-morpholine-4-methyl-8-aminoquinoline benzoyl
[0058]
[0059] According to the method and steps described in Example 1, the difference is that 8-aminoquinoline benzoyl is changed to 4-methyl-8-aminoquinoline benzoyl. Finally, 0.288 g of the target product was obtained (yield 83%).
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