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Compound 2-(cyclopropylamino)-3-carboxylic acid-4-chloropyridine and application thereof

A kind of chloropyridine and propylamino technology, which is applied in the field of synthesis of 2-(cyclopropylamino)-3-carboxylic acid-4-chloropyridine, can solve the problem of AIDS without specific medicine and the like, achieves significant inhibitory effect, easy availability of materials, Simple preparation method

Inactive Publication Date: 2014-03-26
QINGDAO WINCHANCE TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no specific drug for the clinical treatment of AIDS, and the most common drugs are for various opportunistic infections and co-infections, including antiviral infection drugs, antibacterial infection drugs, antifungal drugs, and antiprotozoal antibiotics

Method used

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  • Compound 2-(cyclopropylamino)-3-carboxylic acid-4-chloropyridine and application thereof
  • Compound 2-(cyclopropylamino)-3-carboxylic acid-4-chloropyridine and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] In a three-necked flask, add 150 g of 2-amino-3-cyano-4-chloropyridine and 160 ml of ethanol, stir and add 150 g of K 2 CO 3 and 200 ml of water, slowly add 95 g of chlorocyclopropane, and let it stand for 24 hours to react. After the reaction is complete, evaporate the solvent under reduced pressure and add 400 ml of water, cool to 0-3°C, and filter to obtain 135 g of the product. More than 98.5%.

Embodiment 2

[0021] In a three-necked flask, add 180 g of 2-amino-3-cyano-4-chloropyridine and 190 ml of ethanol, add 250 g of triethylamine under stirring, slowly add 115 g of chlorocyclopropane, and let it stand for 24 hours. After the reaction is complete, evaporate the solvent under reduced pressure and add 500 ml of water, cool to 0-3°C, and filter to obtain 150 g of the product, with a content of more than 98%.

Embodiment 3

[0023] In a three-necked flask, add 160 g of 2-amino-3-cyano-4-chloropyridine and 140 ml of ethanol, add 230 g of triethylamine under stirring, then slowly add 120 g of bromocyclopropane, and let it stand for 24 hour, after the reaction was complete, the solvent was evaporated under reduced pressure and 400 ml of water was added, cooled to 0-3°C, and filtered to obtain 140 g of product with a content of more than 98.2%.

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Abstract

The invention discloses a compound 2-(cyclopropylamino)-3-carboxylic acid-4-chloropyridine, which has a molecular formula of C9H9ClN2O2 and a molecular weight of 212.63. The molecular formula is shown in a formula 1. The compound 2-(cyclopropylamino)-3-carboxylic acid-4-chloropyridine can be applied to research on AIDS. The compound in the micromolar concentration has an inhibition effect on non-nucleoside HIV reverse transcriptase. The invention has advantages of available raw materials and simple preparation method. A new drug development pathway is provided for the treatment of AIDS.

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry, in particular to a synthesis method and application of 2-(cyclopropylamino)-3-formic acid-4-chloropyridine. Background technique [0002] AIDS (AIDS), Acquired Immunodeficiency Syndrome, or Acquired Immune Deficiency Syndrome, is a retrovirus infection by the Human Immunodeficiency Virus (HIV for short), which gradually becomes a disease of many opportunistic people due to the destruction of the immune system. The target of the disease contributes to a variety of clinical symptoms collectively referred to as syndromes. At present, there is no specific drug for clinical treatment of AIDS, and the most common drugs are for various opportunistic infections and co-infections, including antiviral infection drugs, antibacterial infection drugs, antifungal drugs, and antiprotozoal antibiotics. Since opportunistic infections are the main cause of death in AIDS patients, anti-infection therap...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/80C07D213/803A61P31/18
CPCC07D213/80C07D213/803
Inventor 苏建丽
Owner QINGDAO WINCHANCE TECH
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