Production process of 3-(4-chlorobutyl)indole-5-carbonitrile

Abstract

The invention discloses a production process of 3-(4-chlorobutyl)indole-5-carbonitrile and relates to the field of drug intermediate preparation, wherein the method comprises the following steps: 1, filling dichloromethane into a clean reactor, filling nitromethane into the same reactor, performing nitrogen replacement once, and carrying out nitrogen protection on the reactor, stirring and coolingraw materials, adding aluminum chloride into the same reactor with the temperature maintained at 5 DEG C in a slightly dropwise adding manner, adding 4-chlorobutyl chloride into the same reactor, keeping the temperature at 5-10 DEG C, uniformly stirring and cooling the reaction system; 2, adding 5-cyanoindole into another clean reactor, stirring the component until 5-cyanoindole is completely dissolved in a solvent. The method has the advantages of simple and reliable production process, low production cost, simplification of synthesis process conditions, great shortening of the reaction time, great improvement of the yield and the purity of the product in the production process, guarantee of the quality of the product, suitableness for industrial large-scale preparation, and great implementation values and social and economic benefits.

Description

technical field [0001] The invention relates to the field of preparation of pharmaceutical intermediates, in particular to a production process of 3-(4-chlorobutyl)indole-5-carbonitrile. Background technique [0002] Vilazodone Hydrochloride Tablets are used to treat major depressive disorder in adults, also known as major depressive disorder, symptoms of major depressive disorder include: depressed mood, decreased interest in daily activities, significant loss of weight or appetite, insomnia or sleeplessness Excessive, restless / pacing (psychomotor agitation), increased fatigue, guilt or self-deprecation, suicidal thoughts, after the onset will affect the patient's work, sleep, study, diet and recreational activities, antidepressant effect of vilazodone The mechanism is not fully understood but is thought to be related to its increased serotonergic activity in the CNS through selective inhibition of serotonergic reuptake. Vilazodone is also a partial agonist of serotonergic ...

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Problems solved by technology

[0002] Vilazodone Hydrochloride Tablets are used to treat major depressive disorder in adults, also known as major depressive disorder, symptoms of major depressive disorder include: depressed mood, decreased interest in daily activities, significant loss of weight or appetite, insomnia or sleeplessness Excessive, restless / pacing (psychomotor agitation), increased fatigue, guilt or self-deprecation, suicidal thoughts, after the onset will affect the patient's work, sleep, study, diet and recreational activities, antidepressant effect of vilazodone The mechanism is not fully understood but is thought to be related to its increased serotonergic activity in the CNS through selective inhibition of serotonergic reuptake. Vilazodone is also a partial agonist of serotonergic 5-HT1A receptors, However, the net effect on serotonin delivery and its role in the antidepressant effect of vilazodone, 3-(4-chlorobutyl)indole-5-carbonitrile, the key intermediate in the synthesis of vilazodone hydrochloride, is unknown In the production process of 3-(4-chlorobutyl)indole-5-carbonitrile, the synthesis process conditions are relatively complicated, which greatly increases the reaction time, high production cost, and the yield and The purity of the product is low, it is difficult to guarantee the quality of the product, and it has caused difficulties and inconvenience to the large-scale preparation of the industrialization, and it does not have great implementation value and social and economic benefits

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