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Preparation method of azole compound

A technology of azole compounds and compounds is applied in the field of novel preparation of pharmaceutical intermediates, and can solve problems such as difficulty in synthesis

Inactive Publication Date: 2017-07-28
湖南华腾制药有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of N-((5-(3-isopropoxyphenyl)-2H-1,2,4-triazol-3-yl)methyl)-N-propylpropan-1-amine is difficult at present

Method used

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  • Preparation method of azole compound
  • Preparation method of azole compound
  • Preparation method of azole compound

Examples

Experimental program
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Effect test

Embodiment 1

[0026] (1) Synthesis of 3-(3-isopropoxyphenyl) ethyl propionate

[0027] Add 25g of 3-(3-isopropoxyphenyl)ethyl acrylate to 260ml of methanol, add 19g of sodium borohydride, stir at room temperature for 3 hours, cool, concentrate, add water and ethyl acetate, extract and separate, and collect The organic phase was dried and concentrated to yield 19 g of ethyl 3-(3-isopropoxyphenyl)propionate.

[0028] (2) Synthesis of 3-(3-isopropoxyphenyl) propanamide

[0029] Add 19g of ethyl 3-(3-isopropoxyphenyl) propionate to 600ml of ammonia water, then add 200ml of water, heat to 80°C, stir for 10 hours, add ethyl acetate to extract and separate the liquid, collect the organic phase, Drying and concentration gave 16 g of 3-(3-isopropoxyphenyl)propanamide.

[0030] (3) Synthesis of 3-(3-isopropoxyphenyl) propionimidate

[0031] Add 15g of 3-(3-isopropoxyphenyl)propionamide to 180ml of tetrahydrofuran, slowly add 11g of triethyloxonium tetrafluoroboric acid, heat and reflux and stir fo...

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Abstract

The invention discloses a preparation method of an azole compound N-((5-(3-isopropoxyphenyl)-2H-1, 2, 4-triazole-3-yl)methyl)-N-propylpropan-1-amine. The preparation method utilizes ethyl 3-(3-isopropoxyphenyl)acrylate as a starting raw material and through reduction, acylation, imidization, cyclization, Boc removal and alkylation reaction, a desired product 7 is obtained. The product can be used as a template small molecule to synthesize a variety of compound libraries.

Description

technical field [0001] The present invention relates to a novel preparation method of a pharmaceutical intermediate, in particular to an azole compound N-((5-(3-isopropoxyphenyl)-2H-1,2,4-triazole-3- The preparation method of base) methyl)-N-propyl propan-1-amine. [0002] technical background [0003] Compound N-((5-(3-isopropoxyphenyl)-2H-1,2,4-triazol-3-yl)methyl)-N-propylpropan-1-amine, the structural formula is: [0004] [0005] The compound N-((5-(3-isopropoxyphenyl)-2H-1,2,4-triazol-3-yl)methyl)-N-propylpropan-1-amine and related Derivatives are widely used in medicinal chemistry and organic synthesis. The synthesis of N-((5-(3-isopropoxyphenyl)-2H-1,2,4-triazol-3-yl)methyl)-N-propylpropan-1-amine 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 [0006] The invention discloses an azole comp...

Claims

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Application Information

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IPC IPC(8): C07D249/08
CPCC07D249/08
Inventor 邓泽平许慧
Owner 湖南华腾制药有限公司
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