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Preparation method of 3-(2-fluorophenoxy) pyrazine-2-carboxylic acid

A technology of fluorophenoxy and aminopyrazine is applied in the field of preparation of pharmaceutical intermediates and can solve problems such as difficulty in synthesis

Inactive Publication Date: 2015-10-07
长沙深橙生物科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of 3-(2-fluorophenoxy)pyrazine-2-carboxylic acid is difficult at present

Method used

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  • Preparation method of 3-(2-fluorophenoxy) pyrazine-2-carboxylic acid
  • Preparation method of 3-(2-fluorophenoxy) pyrazine-2-carboxylic acid
  • Preparation method of 3-(2-fluorophenoxy) pyrazine-2-carboxylic acid

Examples

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Embodiment 1

[0022] (1) Synthesis of methyl 3-hydroxypyrazine-2-carboxylate

[0023] Add 15g of methyl 3-aminopyrazine-2-carboxylate to 48ml of concentrated hydrochloric acid, add 80ml of water, cool down to 0°C, slowly add 9g of sodium nitrite, stir at 0°C for 0.5 hours, add saturated aqueous sodium carbonate, continue Stir for 1 hour, add ethyl acetate for extraction and separation, collect the organic phase, dry and concentrate to obtain 11 g of methyl 3-hydroxypyrazine-2-carboxylate.

[0024] (2) Synthesis of 3-chloropyrazine-2-methyl carboxylate

[0025] Add 10g of 3-hydroxypyrazine-2-methyl carboxylate to 130ml of phosphorus oxychloride, heat and reflux and stir for 3 hours, cool, concentrate to remove phosphorus oxychloride, add water and ethyl acetate to extract the liquid, collect the organic phase, dried, concentrated, and separated by column to obtain 8g of 3-chloropyrazine-2-carboxylic acid methyl ester.

[0026] (3) Synthesis of 3-(2-fluorophenoxy)pyrazine-2-carboxylic acid ...

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Abstract

The invention discloses a preparation method of 3-(2-fluorophenoxy) pyrazine-2-carboxylic acid. The method is characterized by carrying out hydroxylation, chlorination, condensation and hydrolysis reactions on 3-aminopyrazine-2-carboxylic acid methyl ester which is used as a starting raw material to obtain a target product which is 3-(2-fluorophenoxy) pyrazine-2-carboxylic acid. The 3-(2-fluorophenoxy) pyrazine-2-carboxylic acid prepared by the method can be used as a template micromolecule for synthesizing various compound libraries.

Description

technical field [0001] The invention relates to a preparation method of a pharmaceutical intermediate, in particular to a preparation method of 3-(2-fluorophenoxy)pyrazine-2-carboxylic acid. technical background [0002] Compound 3-(2-fluorophenoxy)pyrazine-2-carboxylic acid, the structural formula is: [0003] [0004] The compound 3-(2-fluorophenoxy)pyrazine-2-carboxylic acid and related derivatives are widely used in medicinal chemistry and organic synthesis. The synthesis of 3-(2-fluorophenoxy)pyrazine-2-carboxylic acid is difficult at present. Therefore, it is necessary to develop a synthetic method with easy-to-obtain raw materials, convenient operation, easy-to-control reaction and suitable overall yield. Contents of the invention [0005] The invention discloses a preparation method of 3-(2-fluorophenoxy)pyrazine-2-carboxylic acid, which uses methyl 3-aminopyrazine-2-carboxylate as a starting material, undergoes hydroxylation, chlorination, Condensation, hydr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/24
CPCC07D241/24
Inventor 不公告发明人
Owner 长沙深橙生物科技有限公司
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