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Method for synthesizing pyridino-imidazole compounds

A technology for pyridoimidazole and compound, which is applied in the field of synthesizing pyridoimidazole compounds, can solve the problems of difficult synthesis, harsh reaction conditions, poor stability of raw materials, etc., and achieves the effects of simple operation process, easy acquisition and easy amplification

Inactive Publication Date: 2016-01-20
JIANGXI NORMAL UNIV
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  • Description
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Problems solved by technology

Currently known synthetic methods all adopt different types of chemical raw materials and 2-aminopyridine to react to synthesize this type of heterocyclic compound. Achieving amplified synthesis

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  • Method for synthesizing pyridino-imidazole compounds
  • Method for synthesizing pyridino-imidazole compounds
  • Method for synthesizing pyridino-imidazole compounds

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Embodiment Construction

[0011] The present invention is achieved in this way: N,N-dimethylamino-substituted enaminone 1 (2mmol), 2-aminopyridine 2 (2.4mmol), p-toluenesulfonic acid (p-TSA) 2mmol and acetic acid (AcOH ) 2mmol and tetrahydrofuran (6mL) were placed in the 25mL round-bottomed flask of the condenser tube and magneton, and the resulting mixture was heated under the reflux condition of condensed water for 10h and then stopped. The ester and petroleum ether (V / V=1:10) were purified to obtain the solid enaminone intermediate 3 containing NH structure. The resulting solid 3 (0.3mmol), 0.06mmol of ketone iodide and 2mL of DMSO were placed in a 25mL round-bottomed flask equipped with a condenser tube and a magnet, and the resulting mixture was heated and stirred at 100°C for 12h in the atmosphere. 10 mL of water was added, and the condensation mixture was extracted three times with 30 mL of ethyl acetate. The organic phases were combined and dried over anhydrous sodium sulfate, the solid was fi...

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Abstract

The invention discloses a method for synthesizing pyridino-imidazole compounds. A product is characterized in that no substituent group exists at the second position, an aryl formyl substituent group exists at the third position, and the target product (shown in the figure 1) is obtained through two-step synthesis. The method has the advantages that raw materials adopted for synthesis are simple, and the reaction yield of each step is high; application range is wide, and the method can be used for synthesis of pyridino-imidazole compounds containing different secondary structures; operation is easy, total yield is high, and the method is suitable for scale-up synthesis.

Description

technical field [0001] The invention relates to a method for synthesizing pyridoimidazole compounds. Background technique [0002] Pyridoimidazoles are a common class of fused heterocyclic compounds, which have important applications in the fields of organic synthesis and drug development. On the one hand, the unique structure of pyridoimidazole compounds makes the C-H bond of the imidazole ring in the compound structure have excellent chemical reactivity, and a variety of different structural fragments can be introduced through direct C-H activation to realize pyridoimidazoles with complex and diverse structures. Derivative synthesis. On the other hand, this kind of heterocyclic skeleton has also been found to be the main structure of a variety of organic molecules with biopharmaceutical functions, and has important applications in the field of drug synthesis and research and development, for example, drugs currently used to treat gastric ulcer and gastroesophageal reflux ...

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04
CPCC07D471/04
Inventor 刘云云万结平胡德庆
Owner JIANGXI NORMAL UNIV
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