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Preparation method of 1-[5-(phenylmethoxy)-2-pyridine]-ethyl ketone

A technology of phenylmethoxyl and cyanopyridine, which is applied in the field of preparation of 1-[5--2-pyridine]-ethanone, can solve the problems of single synthesis process, high price and complicated process, and achieve high yield High, simple operation, easy to achieve effect

Inactive Publication Date: 2017-02-15
安徽省鸿鑫生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 1-[5-(phenylmethoxy)-2-pyridine]-ethanone is an important intermediate for the synthesis of medicines capable of preventing and treating diseases such as diabetes, obesity, and dyslipidemia. In the prior art, the synthesis process is single, The process is complicated and the yield is low, resulting in high price

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] Embodiment 1: a kind of preparation method of 1-[5-(phenylmethoxy)-2-pyridine]-ethanone, described method comprises the steps:

[0013] Step a, add anhydrous tetrahydrofuran solution and 5-benzyloxy-2-cyanopyridine to the reaction vessel, stir evenly, replace the reaction system with nitrogen for 2-5 times, and slowly transfer to the reaction system under the protection of nitrogen at room temperature Add methylmagnesium bromide, then the reaction system is heated to reflux, and react for 2-6 hours;

[0014] Step b. Pour all the reaction solution into ice water, extract 2-5 times with the organic phase, combine the extracts and concentrate to obtain the product.

Embodiment 2

[0015] Embodiment 2: a kind of preparation method of 1-[5-(phenylmethoxy)-2-pyridine]-ethanone, described method comprises the steps:

[0016] Step a, add anhydrous tetrahydrofuran solution and 5-benzyloxy-2-cyanopyridine to the reaction vessel, stir evenly, replace the reaction system with nitrogen for 2-5 times, and slowly transfer to the reaction system under the protection of nitrogen at room temperature Add methylmagnesium bromide, then heat the reaction system to reflux, and react for 2-6 hours; the ratio of 5-benzyloxy-2-cyanopyridine to methylmagnesium bromide is 1: (1-3);

[0017] Step b. Pour all the reaction solution into ice water, extract 2-5 times with dichloromethane, combine the extracts and concentrate to obtain the product.

Embodiment 3

[0018] Example 3: Add 5 mL of anhydrous tetrahydrofuran solution and 0.5 mmol of 5-benzyloxy-2-cyanopyridine to a 20 mL round-bottomed flask connected with a reflux condenser, stir, and replace the whole system with nitrogen for 3 times, at room temperature Under the protection of nitrogen, 1.5 mmol of methylmagnesium bromide was slowly added, and then the whole system was heated to reflux and reacted for 3 hours. The entire reaction system was poured into ice water, extracted three times with 20 mL of dichloromethane, and concentrated to obtain a white solid product, 102 mg, with a yield of 90%.

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Abstract

The invention discloses a preparation method of 1-[5-(phenylmethoxy)-2-pyridine]-ethyl ketone. The preparation method comprises the following steps: step a, adding an anhydrous tetrahydrofuran solution and 5-benzyloxy-2-cyanopyridine into a reaction container, uniformly stirring, replacing a reaction system for 2-5 times by use of nitrogen gas, adding methyl magnesium bromide into the reaction system slowly at a room temperature under the protection of the nitrogen gas, heating and refluxing the reaction system, and reacting for 2-6 hours; and step b, pouring all of reaction liquid into icy water, extracting for 2-5 times by use of an organic phase, combining extracting liquor, and concentrating, thereby obtaining a product. In this way, the preparation method of the 1-[5-(phenylmethoxy)-2-pyridine]-ethyl ketone is simple in operation, is high in yield and is easy to implement.

Description

technical field [0001] The invention relates to the field of pharmaceutical intermediates, in particular to a preparation method of 1-[5-(phenylmethoxy)-2-pyridine]-ethanone. Background technique [0002] 1-[5-(phenylmethoxy)-2-pyridine]-ethanone is an important intermediate for the synthesis of medicines capable of preventing and treating diseases such as diabetes, obesity, and dyslipidemia. In the prior art, the synthesis process is single, The process is complex and the yield is low, resulting in high prices. In order to achieve high-yield preparation, the applicant designed a new synthetic route after extensive research. Contents of the invention [0003] The purpose of the present invention is to disclose a preparation method of 1-[5-(phenylmethoxy)-2-pyridine]-ethanone. The preparation method is simple to operate, low in cost, easy to realize industrialization, and meets the requirements of green chemical technology . [0004] The specific disclosure is as follows...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/65
CPCC07D213/65
Inventor 张阳
Owner 安徽省鸿鑫生物科技有限公司
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