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Preparation method of triazole derivative

A technology of triazole derivatives and compounds, which is applied in the field of new preparation of pharmaceutical intermediates, and can solve problems such as difficult synthesis

Inactive Publication Date: 2015-08-19
湖南华腾制药有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of N-((5-(4-bromophenyl)-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 triazole derivative
  • Preparation method of triazole derivative
  • Preparation method of triazole derivative

Examples

Experimental program
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Effect test

Embodiment 1

[0026] (1) Synthesis of ethyl 3-(4-bromophenyl)propionate

[0027] Add 21g of 3-(4-bromophenyl)ethyl acrylate to 220ml of methanol, add 17g 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. Drying and concentration afforded 16 g of ethyl 3-(3-bromophenyl)propionate.

[0028] (2) Synthesis of 3-(4-bromophenyl)propionamide

[0029] Add 15g of ethyl 3-(3-bromophenyl)propionate to 500ml of ammonia water, then add 160ml of water, heat to 80°C, stir for 10 hours, add ethyl acetate for extraction and separation, collect the organic phase, dry and concentrate 12 g of 3-(3-bromophenyl)propanamide are obtained.

[0030] (3) Synthesis of 3-(4-bromophenyl) propionimidate

[0031] Add 12g of 3-(4-bromophenyl)propionamide to 180ml of tetrahydrofuran, slowly add 9g of triethyloxonium tetrafluoroboric acid, heat and reflux and stir for 6 hours, cool, filter, collect the filtrate,...

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Abstract

The invention discloses a preparation method of a triazole derivative N-((5-(4-bromophenyl)-2H-1,2,4-triazole-3-yl)methyl)-N-propyl-1-propylamine. According to the preparation method, 3-(4-bromophenyl) ethyl acrylate is taken as the starting raw material, and the starting raw material is enabled to go through reduction, acylation, imidization, ring closing, Boc removal and alkylation reaction, and then the target product 7 can be obtained; the product is taken as a template micromolecule to synthesize diverse compound libraries.

Description

technical field [0001] The present invention relates to a novel preparation method of a pharmaceutical intermediate, in particular to a triazole derivative N-((5-(4-bromophenyl)-2H-1,2,4-triazol-3-yl) The preparation method of methyl)-N-propyl propan-1-amine. technical background [0002] Compound N-((5-(4-bromophenyl)-2H-1,2,4-triazol-3-yl)methyl)-N-propylpropan-1-amine, the structural formula is: [0003] [0004] The compound N-((5-(4-bromophenyl)-2H-1,2,4-triazol-3-yl)methyl)-N-propylpropan-1-amine and related derivatives in It is widely used in medicinal chemistry and organic synthesis. Currently, the synthesis of N-((5-(4-bromophenyl)-2H-1,2,4-triazol-3-yl)methyl)-N-propylpropan-1-amine is difficult. 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 triazole compound N-((5-(4-bromophen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/08
CPCC07D249/08
Inventor 不公告发明人
Owner 湖南华腾制药有限公司
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