Isoquinoline compound and synthetic method thereof

A synthetic method and compound technology, applied in the direction of organic chemistry, etc., can solve the problems of imperfect synthetic method, cumbersome post-treatment process, large catalyst loading, etc., and achieve the effect of simple synthetic method, high yield and easy control of conditions

Active Publication Date: 2016-05-04
邯郸惠达化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Because isoquinoline compounds are a class of compounds with important biological and pharmaceutical activities, the current synthetic methods of such compounds are not perfect, such as the use of toxic or volatile solvents, expensive catalysts, large catalyst loadings, and cumbersome post-processing, etc.

Method used

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  • Isoquinoline compound and synthetic method thereof
  • Isoquinoline compound and synthetic method thereof
  • Isoquinoline compound and synthetic method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Synthesis of compounds of the present invention

[0031] The compound preparation route of the present invention is as follows:

[0032]

[0033] 3a, 4a, 5a: R 1 = Me,R 2 =Me3b,4b,5b:R 1 = Me,R 2 = Cl3c, 4c, 5c: R 1 = Cl, R 2 = Me

[0034] 3d, 4d, 5d: R 1 = Cl, R 2 = Cl3e, 4e, 5e: R 1 = H, R 2 =n-Bu

[0035] (1) Synthesis of intermediate compound 3a-3i:

[0036] Take 1mmol of compound 1a-1c, 1mmol of compound 2a-2c, 0.1mmol of CuI, 0.03mmol of Pd(PPh 3 ) 2 Cl 2 and 2mmol of triethylamine were dissolved in 5mL of tetrahydrofuran, under the protection of nitrogen, heated to reflux, and TLC monitored the reaction process. After the reaction was complete, the reactant was cooled to room temperature, an appropriate amount of water was added, and then separated and extracted, dried, and then carried out Column chromatography gave compounds 3a-3e.

[0037] (2) Synthesis of intermediate compound 4a-4e:

[0038] Dissolve compound 3a-3e and hydrazine hydrate o...

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Abstract

The invention discloses an isoquinoline compound and a synthetic method thereof. The isoquinoline compound is shown in the formula I (please see the formula in the description), wherein R1 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or an amino group, and R2 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or an amino group. The target product is synthesized through a three-step reaction, the synthesis method is simple and rapid, the target compound is high in yield, and the necessary foundation is provided for further research on the compound of the formula I or relevant compounds.

Description

technical field [0001] The invention relates to the field of organic chemical synthesis, in particular to an isoquinoline compound and a synthesis method thereof. Background technique [0002] Derivatives containing the core skeleton of isoquinoline are widely distributed in nature, with a total of more than 1,000 species, which is the largest category of alkaloids. Isoquinoline and its derivatives have a wide range of biological activities due to their rich and diverse structures, including anti-inflammatory and anti-bacterial, anti-tumor, analgesic and cough-relieving, anti-arrhythmic, cardio-cerebrovascular protection, anti-platelet aggregation, regulation Immunity and other functions. What is exciting is that these biological activities include combating several major medical problems faced by modern humans: cancer, AIDS, cardiovascular and cerebrovascular diseases, diabetes, etc. For example, natural product Lamellarin compounds are a class of alkaloids isolated from ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D217/02C07D217/18
CPCC07D217/02C07D217/18
Inventor 赵云辉李余波唐子龙邓克勤曹朝暾周智华谢文林刘立华
Owner 邯郸惠达化工有限公司
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