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Preparation method of imidazopyridine derivative

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

Inactive Publication Date: 2015-01-14
湖南华腾制药有限公司
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  • Abstract
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  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of 2-(chloromethyl)-7-methyl-imidazo[1,2-a]pyridine is difficult at present

Method used

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  • Preparation method of imidazopyridine derivative
  • Preparation method of imidazopyridine derivative
  • Preparation method of imidazopyridine derivative

Examples

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Embodiment 1

[0020] (1) Synthesis of ethyl 7-methyl-imidazo[1,2-a]pyridine-2-carboxylate

[0021] Add 25g of 2-amino-4-methylpyridine to 200ml of ethylene glycol dimethyl ether, add 54g of ethyl 3-bromopyruvate, stir at room temperature overnight, concentrate, then add ethyl acetate and water, separate, dry and concentrate, The residue was subjected to column separation to obtain 28 g of ethyl 7-methyl-imidazo[1,2-a]pyridine-2-carboxylate.

[0022] (2) Synthesis of (7-methyl-imidazo[1,2-a]pyridin-2-yl)methanol

[0023] Add 26g of 7-methyl-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester to 280ml of anhydrous methanol, then add 17g of sodium borohydride, stir at room temperature for 2 hours, add saturated ammonium chloride, and then add Ethyl acetate and water were extracted and separated, dried and concentrated, and the residue was separated on a silica gel column to obtain 18 g of (7-methyl-imidazo[1,2-a]pyridin-2-yl)methanol.

[0024] (3) Synthesis of 2-(chloromethyl)-7-methyl-imid...

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Abstract

The invention discloses a preparation method of imidazopyridine derivative 2-(chloromethyl)-7-methyl-imidazo-[1,2-a] pyridine. A target product is obtained through ring closing, reduction and chlorination based on 2-amido-4-methylpyridine as an initial raw material. The compound is an important medical intermediate.

Description

technical field [0001] The invention relates to a novel preparation method of a pharmaceutical intermediate, in particular to a preparation method of an imidazopyridine derivative 2-(chloromethyl)-7-methyl-imidazo[1,2-a]pyridine. technical background [0002] Compound 2-(chloromethyl)-7-methyl-imidazo[1,2-a]pyridine, the structural formula is: [0003] [0004] The compound 2-(chloromethyl)-7-methyl-imidazo[1,2-a]pyridine and related derivatives are widely used in medicinal chemistry and organic synthesis. Currently, the synthesis of 2-(chloromethyl)-7-methyl-imidazo[1,2-a]pyridine 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 method for preparing 2-(chloromethyl)-7-methyl-imidazo[1,2-a]pyridine. , reduction, and chlorination to obtain the target product 4, the synthetic rou...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04
CPCC07D471/04
Inventor 陈芳军李书耘邓泽平
Owner 湖南华腾制药有限公司
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