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Synthesis method of N-methylindole

A technology of methyl indole and synthesis method, applied in the field of synthesis of N-methyl indole, capable of solving problems such as high temperature

Active Publication Date: 2021-12-10
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The present invention solves the problem of synthesizing N-methylindole in one step with N-methylaniline at present In the process, most of the currently used catalysts are noble metal catalysts, and the temperature is relatively high, so a synthesis method of N-methylindole is provided

Method used

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  • Synthesis method of N-methylindole
  • Synthesis method of N-methylindole
  • Synthesis method of N-methylindole

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Embodiment Construction

[0020] In order to make the purpose, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are part of the embodiments of the present invention, rather than All the embodiments; based on the embodiments of the present invention, all other embodiments obtained by persons of ordinary skill in the art without making creative efforts all belong to the protection scope of the present invention.

[0021] Add 0.15 mmol of palladium-based (based on palladium content) catalyst, 0.45 mmol of co-catalyst a, and 0.45 mmol of co-catalyst b to a 25 mL pressure-resistant test tube, and then measure 54 mmol (3 mL) of ethylene glycol with a micro-sampler Add to the reaction tube, and then measure 1 mmol (108 μL) N - Methylaniline was added to the reaction tube. The reaction tube was placed in an oil bath at a...

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Abstract

The invention belongs to the technical field of compound synthesis, and N-methylindole is synthesized by taking aniline and ethylene glycol as substrates, taking a palladium-loaded catalyst Pd / Al2O3 as a catalyst and taking TsOH and ZnO as cocatalysts. Excessive ethylene glycol is combined with protons of a catalytic promoter p-toluenesulfonic acid under a high temperature condition to remove one molecule of water, and meanwhile, protons of N-methylaniline are removed and combined with ethanol groups to generate 2-methylphenylethanolamine; then, under the effect of manganese dioxide, dehydrating and cyclizing are carried out to generate indoline; and finally, under the action of a palladium catalyst, two atomic hydrogen are removed to generate N-methylindole.

Description

technical field [0001] The invention belongs to the technical field of compound synthesis, and specifically relates to a N -Synthetic method of methylindole. Background technique [0002] N -Methylindole, as an important class of molecular skeleton, widely exists in a variety of drug molecules, such as figure 1 It was shown that both the lung cancer targeted drug osimertinib and the anti-A and B virus drug Abidol N -Methylindole skeleton. [0003] right N -The research on the synthesis method of methylindole will provide a new way for the synthesis of the above-mentioned drug molecules. Currently N The synthesis of -methylindole mainly adopts the following two methods: 1) as figure 2 As shown, using indole as raw material, using methyl halides to indole N -Direct methylation of H; 2) as image 3 As shown, under metal catalysis, ethylene glycol and N - One-step synthesis of methylaniline N -Methylindole. Methylation reaction synthesis N - The yield of methyl ind...

Claims

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Application Information

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IPC IPC(8): C07D209/08
CPCC07D209/08Y02P20/584
Inventor 常宏宏张娟延秀银李学金刘强高文超
Owner TAIYUAN UNIV OF TECH
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