Preparation method of pyrazino-fused quinazolinone substances

Abstract

The invention belongs to the field of organic chemical synthesis, and particularly relates to a preparation method of pyrazino-fused quinazolinone substances, which is obtained by reacting 2-(2-benzoyl-4-oxo-quinazolin-3(4H)-yl)acetonitrile derivatives with arylboronic acid. The whole reaction can be carried out under normal pressure, and the reaction conditions are mild, easy to achieve and safe.According to the method, the target product can be directly synthesized, intermediate products do not need to be separated, the reaction process is simple, the yield can reach 94% at most, process engineering is greatly simplified, energy consumption is reduced. The method has the advantage of high yield, the reaction is carried out in an aqueous solution, so that the use of organic solvents is reduced, and the reaction economy and environmental friendliness are improved, according to the method, a series of pyrazino-fused quinazolinone substances can be prepared, and the method has relatively strong substrate universality, so that a relatively good guarantee is provided for developing related pyrazino-fused quinazolinone derivatives.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, and in particular relates to a preparation method of pyrazino-fused quinazolinones. Background technique [0002] Pyrazino-fused quinazolinone derivatives consist of a combination of quinazolinone and pyrazine moieties and are an important class of fused tricyclic N-heterocyclic compounds. This compound exists in natural substances, medicines and luminescent materials. Therefore, how to efficiently, rapidly and safely synthesize pyrazine and fused quinazolinone derivatives has always been an important topic in organic synthetic chemistry. [0003] Fused quinazolinones are a class of organic compounds; in the prior art, fused quinazolinones are mainly prepared by the following methods: 1. In February 2012, Kumar et al. used isatoic anhydride, benzene Hydrazine, o-iodobenzaldehyde as raw materials, Pd(PPh 3 ) 4 As a catalyst, [3,2-b]benzindazole quinazolinone was synthesized in one pot...

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Problems solved by technology

[0003] Fused quinazolinones are a class of organic compounds; in the prior art, fused quinazolinones are mainly prepared by the following methods: 1. In February 2012, Kumar et al. used isatoic anhydride, benzene Hydrazine and o-iodobenzaldehyde as raw materials, Pd(PPh 3 ) 4 As a catalyst, [3,2-b]benzindazole quinazolinone was synthesized in one pot (Kumar K.S., Kumar P.M., Rao V.S., et al. Biomol. Chem., 2012, 10, 3098); 2. In 2013, Professor Wang Xiangshan's research group used N-phenyl-2-aminobenzoic hydrazide and o-bromobenzaldehyde as raw materials, CuBr as catalyst, Cs 2 CO 3 as a base and 1,4-dioxane as a solvent to synthesize [3,2-b]benzindazole quinazolinone (Chen D.S., Dou G.L., Wang X.S., etal.J.Org.Chem., 2013 , 78,5700.); 3. The Siddaiah research group reported the method of using o-aminobenzonitrile, anthranilate, and triethyl orthoformate as raw materials to synthesize novel quinazolinone nitrogen heterocyclic compounds (Venkateswarlu S ., Satyanarayana M., Siddaiah V., et al.DOI: 10.1002 / jhet.1603.); But there are certain defects in the above-mentioned preparation methods, for example, method 1 needs to synthesize quinazolinone skeleton in advance; method 2 needs to use Phenylhydrazine with relatively high toxicity; method 3 has a narrow range of substrates and has certain limitations Due to the existence of these defects, the practicability and applicability of these methods are limited to a certain extent

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