15190-12-2

Usage

Uses

Used in Research Chemicals:
2-(4-methoxyphenyl)-2-pyrrolidin-1-ylacetonitrile is used as a research chemical for the study of its psychoactive effects and potential applications in the field of psychopharmacology. It serves as a valuable tool for understanding the mechanisms of action of stimulant drugs and their impact on cognitive function and mood.
Used in Psychopharmacology:
In the field of psychopharmacology, 2-(4-methoxyphenyl)-2-pyrrolidin-1-ylacetonitrile is used as a compound of interest for its ability to mimic the effects of methylphenidate. This allows researchers to explore its potential therapeutic uses and compare its efficacy and safety profile with existing medications.
Used in Drug Development:
2-(4-methoxyphenyl)-2-pyrrolidin-1-ylacetonitrile may be utilized in the development of new drugs targeting attention deficit hyperactivity disorder (ADHD) and other conditions that could benefit from stimulant medication. Its structural and functional similarities to methylphenidate provide a basis for investigating novel treatment options and improving upon existing therapies.

InChI:InChI=1/C13H16N2O/c1-16-12-6-4-11(5-7-12)13(10-14)15-8-2-3-9-15/h4-7,13H,2-3,8-9H2,1H3

Upstream product

• 4625-58-5 Bis(1-pyrrolidinyl)acetonitril 
• 123-11-5 4-methoxy-benzaldehyde 
• 123-75-1 pyrrolidine 
• 7677-24-9 trimethylsilyl cyanide 
• 147-85-3 L-proline 
• 33646-40-1 4-methoxymandelonitrile 

Relevant academic research and scientific papers

Propylphosphonic anhydride (T3P) catalyzed one-pot synthesis of α-aminonitriles

Abstract The Strecker reaction was performed via a one-pot three component condensation of hetero aromatic/aromatic aldehydes, secondary amines and trimetylsilyl cyanide in the presence of propylphosphonic anhydride (T3P) to accomplish the corresponding α-aminonitriles. The main advantages of this method are very short reaction time and excellent yields.

Redox-neutral α-cyanation of amines

α-Aminonitriles inaccessible by traditional Strecker chemistry are obtained in redox-neutral fashion by direct amine α-cyanation/N-alkylation or alternatively, α-aminonitrile isomerization. These unprecedented transformations are catalyzed by simple carboxylic acids.

The decarboxylative strecker reaction

α-Amino acids react with aldehydes in the presence of a cyanide source to form α-amino nitriles in what can be considered a decarboxylative variant of the classical Strecker reaction. This unprecedented transformation does not require the use of a metal catalyst and provides facile access to valuable α-amino nitriles that are inaccessible by traditional Strecker chemistry.

Superparamagnetic iron oxide as an efficient catalyst for the one-pot, solvent-free synthesis of α-aminonitriles

Superparamagnetic Fe3O4 is shown to act as a very efficient catalyst for the one-pot, three-component synthesis of α-aminonitriles from aldehydes, amines, and TMSCN. The catalyst is easily recovered by the use of an external magnet and reused in several reactions without any noticeable loss of activity. The products are obtained rapidly at room temperature in good purity upon separation of the catalyst and evaporation of the volatiles of the reaction mixture.

One-pot, solvent-free synthesis of α-aminonitriles under catalysis by magnesium bromide ethyl etherate

A three-component, efficient, and facile procedure has been developed for the synthesis of α-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide using a catalytic amount of magnesium bromide ethyl etherate in the absence of solvent. Rapid formation of products is observed at room temperature in a one-pot procedure under very mild conditions giving excellent yields of the title compounds.

Bismuth trichloride catalyzed synthesis of α-aminonitriles

A simple and efficient one-pot method has been developed for the synthesis of α-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide in the presence of a catalytic amount of bismuth trichloride.

Lithium Perchlorate Mediated Three-Component Preparation of α-Aminonitriles under Solvent-Free Conditions

A three-component reaction between aliphatic or aromatic aldehyde, an amine and trimethylsilyl cyanide mediated by solid LiClO4, gave amino nitriles in good to excellent yields. The reaction proceeded smoothly under solvent-free conditions without any side products.

Orthoamides, XXXIII.-Contributions to the Chemistry of Bis(dialkylamino)acetonitriles

Bis(dialkylamino)acetonitriles 2a-d react with acetyl chloride and antimony pentachloride to give N,N,N',N'-tetraalkylformamidinium hexachloroantimonates 5a-d.Reaction of p-nitrophenol with 2a,b affords N,N,N',N'-tetraalkylformamidinium salts 8a,b, while reaction of aromatic aldehydes 11 with compounds 2 gives aryl(dialkylamino)acetonitriles 12.Phenyl isothiocyanate reacts with the nitriles 2a-c to give 1:1 adducts for which the structure of N,N,N',N'-tetraalkylformamidinium cyano-N-(phenyl)thioformamidates 19 is proposed.N,N,N',N'-Tetraalkylformamidinium p-toluenesulfonates 30a,b have been prepared from nitriles 2a,b and methyl p-toluoenesulfonate (28).Alkylation of 2c with 28 at higher temperatures affords 1,1-dimethylpiperidinium p-toluoenesulfonate (34) and a small amount (1-piperidinyl)malonodinitrile (33).The nitrile 2a reacts with CH acidic compounds such as ethyl cyanoacetate, malonodinitrile and benzyl cyanide to form the enamines 38.