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3-[2-(3-Chlorophenyl)ethyl]-2-pyridinylmethanone, commonly referred to as MK-801, is a synthetic compound that is commonly used in the chemical industry.
This compound is known for its potent effects on the central nervous system, and it has been studied extensively for its potential therapeutic uses in treating a variety of neurological disorders, such as Alzheimer's disease and Parkinson's disease.
The synthetic route for MK-801 can be divided into several steps, each of which requires careful consideration of the reactants, solvents, and reaction conditions.
In this article, we will discuss the different synthetic routes that are commonly used to prepare MK-801, as well as the factors that must be taken into account when carrying out these reactions.
Step 1: Preparation of the Ether Substrate
The first step in the synthesis of MK-801 involves the preparation of the 1-methyl-4-piperidinyl alcohol substrate.
This can be achieved by treating 4-piperidone with methyl iodide in the presence of a solvent such as THF or DMF.
The reaction is typically carried out at a temperature of -78°C, and the resulting product can be isolated by stirring with water and then separating the organic layer using a solvent such as diethyl ether.
Step 2: Condensation Reaction
The next step in the synthesis of MK-801 involves the condensation of the 1-methyl-4-piperidinyl alcohol substrate with 3-(2-chlorophenyl)acetaldehyde in the presence of a base such as sodium hydroxide.
This reaction is typically carried out in a solvent such as dimethylformamide (DMF), and the mixture is stirred at room temperature for several hours.
The resulting product can then be extracted with a solvent such as ether, and the organic layer can be dried and filtered.
Step 3: Nitrosation Reaction
The next step in the synthesis of MK-801 involves the nitrosation of the product from the previous step with nitric acid.
This reaction is typically carried out in a solvent such as water, and the mixture is stirred at room temperature for several hours.
The nitrosation reaction can be monitored by thin layer chromatography (TLC), and the resulting product can be isolated by extracting the mixture with a solvent such as ethyl acetate.
Step 4: Hydrochlorination Reaction
The final step in the synthesis of MK-801 involves the hydrochlorination of the resulting nitro compound with hydrogen chloride gas.
This reaction is typically carried out in a solvent such as ether, and the mixture is stirred at room temperature for several hours.
The resulting product can then be isolated by filtering the mixture through a bed of anhydrous sodium sulfate, and then extracting the organic layer with a solvent such as ethyl acetate.
In conclusion, the synthesis of 3-[2-(3-Chlorophenyl)ethyl]-2-pyridinylmethanone hydrochloride, or MK-801, involves several steps that require careful consideration of the reactants, solvents, and reaction conditions.
By carefully controlling these factors, it is possible to obtain high-quality samples of this important synthetic compound, which can be used for a variety of applications in the chemical industry.