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Preparation method of 2-bromo-4-amino-5-methylpyridine

A technology of picoline and amino, which is applied in the field of preparation of 2-bromo-4-amino-5-picoline, can solve the problems of low safety and low product yield, and achieve low risk, high purity, The effect of large contact area

Pending Publication Date: 2022-07-15
上海皓鸿生物医药科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing preparation method of 2-bromo-4-amino-5-picoline has lower safety and low yield of product

Method used

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  • Preparation method of 2-bromo-4-amino-5-methylpyridine
  • Preparation method of 2-bromo-4-amino-5-methylpyridine
  • Preparation method of 2-bromo-4-amino-5-methylpyridine

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Experimental program
Comparison scheme
Effect test

Embodiment 1-1

[0029] Step 1: 150g of 2-bromo-5-picoline nitrogen oxides were added to 150g of concentrated sulfuric acid (mass concentration of 98%) to obtain a mixed solution, and then pumped into the preheating equipment at a flow rate of 0.5mL / min. Preheating, the preheating temperature is 70°C, and the time is 0.1h, and after the preheating is completed, it is directly pumped into the reactor. 150g of concentrated sulfuric acid (mass concentration of 98%) and 88.4g of concentrated nitric acid (mass concentration of 95%) were mixed to obtain mixed acid, then pumped into the microreactor at a flow rate of 0.4mL / min, and the temperature of the reactor was set to 70°C. Then the mixed solution and mixed acid were reacted for 0.5h, the reaction solution was added to ice water, the pH was adjusted to neutrality with ammonia water, filtered, and dried to obtain compound 158g shown in formula (II) with a purity of 98.19% (as image 3 and Table 1), the yield was 85%.

[0030] Table 1 HPLC data o...

Embodiment 1-2 to Embodiment 1-9

[0039] Except that the relevant preparation parameters were adjusted according to Table 3, the rest were the same as those in Example 1-1.

Embodiment 2-1 to Embodiment 2-5

[0041] Except that the relevant preparation parameters were adjusted according to Table 4, the rest were the same as those in Example 1-1.

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Abstract

The invention provides a preparation method of 2-bromo-4-amino-5-methylpyridine, which comprises the following steps: step 1, adding a compound as shown in a formula (I) into mixed acid to react for 0.1-1 hour at the temperature of 50-100 DEG C through a continuous flow reaction technology, and separating to obtain a compound as shown in a formula (II); and 2, adding the compound shown in the formula (II) into a solvent, adding alkali and thiourea dioxide, reacting for 0.5-5 hours at the temperature of 50-100 DEG C, and separating to obtain the compound 2-bromo-4-amino-5-methylpyridine shown in the formula (III). According to the preparation method, the reaction safety and the product yield are improved.

Description

technical field [0001] The present application relates to the field of organic chemical synthesis, in particular to a preparation method of 2-bromo-4-amino-5-methylpyridine. Background technique [0002] 2-Bromo-4-amino-5-methylpyridine is an important intermediate of pyrazolo[4,3-c]pyridine derivatives, which are used in the prevention and treatment of tumors, cancer, neurological diseases, osteoporosis and aging. Dementia and other aspects have a good effect. The existing preparation method of 2-bromo-4-amino-5-methylpyridine has low safety and low product yield. Therefore, how to improve the safety of the reaction and the yield of the product has become an urgent problem to be solved. SUMMARY OF THE INVENTION [0003] The purpose of this application is to provide a preparation method of 2-bromo-4-amino-5-methylpyridine, so as to improve the safety of the reaction, the yield and the purity of the product. [0004] The application provides a new method for preparing 2-...

Claims

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Application Information

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IPC IPC(8): C07D213/73
CPCC07D213/73
Inventor 彭东杰吴亮钱鹏高强郑保富
Owner 上海皓鸿生物医药科技有限公司
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