1204-85-9

Usage

Uses

Used in Pharmaceutical Industry:
4-PIPERIDIN-1-YL-BENZONITRILE is used as a chemical intermediate for the synthesis of pharmaceuticals, contributing to the development of new medications due to its unique molecular structure and reactivity.
Used in Research and Development:
In the realm of scientific research and development, 4-PIPERIDIN-1-YL-BENZONITRILE serves as a key component in experiments aimed at producing novel drugs, underpinning innovative approaches to medical treatments.
Used in Agrochemical Industry:
4-PIPERIDIN-1-YL-BENZONITRILE is utilized in the agrochemical field, where its properties are harnessed for the creation of new compounds that can enhance crop protection and management strategies.
Used in Materials Science:
4-PIPERIDIN-1-YL-BENZONITRILE also finds application in materials science, where its structural attributes are employed to engineer advanced materials with specific properties for various applications.
It is crucial to handle 4-PIPERIDIN-1-YL-BENZONITRILE with care due to its potential hazards if not properly used and stored, emphasizing the need for safety measures in its application across industries.

InChI:InChI=1/C12H14N2/c13-10-11-4-6-12(7-5-11)14-8-2-1-3-9-14/h4-7H,1-3,8-9H2

Upstream product

• 110-89-4 piperidine 
• 623-00-7 4-bromobenzenecarbonitrile 
• 111-30-8 Glutaraldehyde 
• 873-74-5 4-Aminobenzonitrile 
• 66107-32-2 4-cyanophenyl trifluoromethanesulfonate 
• 17201-43-3 4-cyanobenzyl bromide 
• 2156-71-0 N-chloropiperidine 
• 131379-14-1 4-cyanophenylzinc bromide 
• 109-74-0 propyl cyanide 
• 40832-73-3 N-(4-chlorophenyl)piperidine 
• 637-87-6 1-Chloro-4-iodobenzene 
• 3058-39-7 4-iodobenzonitrile 
• 22148-20-5 N-(4-bromophenyl)piperidine 
• 77287-34-4 formamide 

Downstream Products

• 22090-24-0 4-piperidin-1-yl-benzoic acid 
• 10552-10-0 4-(piperidin-1-yl)benzamide 
• 186650-56-6 N'-hydroxy-4-(piperidin-1-yl)benzimidamide 
• 1334717-28-0 7-chloro-2-ethyl-N-(4-(piperidin-1-yl)benzyl)imidazo[1,2-a]pyridine-3-carboxamide 
• 1338064-53-1 1-(4-(piperidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)urea 
• 581812-83-1 1-[4-(isocyanatomethyl)phenyl]piperidine 
• 128454-77-3 3,6-di(4-piperidinophenyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione 

Relevant academic research and scientific papers

A fragment merging approach towards the development of small molecule inhibitors of Mycobacterium tuberculosis EthR for use as ethionamide boosters

With the ever-increasing instances of resistance to frontline TB drugs there is the need to develop novel strategies to fight the worldwide TB epidemic. Boosting the effect of the existing second-line antibiotic ethionamide by inhibiting the mycobacterial

Two-directional photoinduced electron transfer in a trichromophoric system

Competition bewtween electron transfer via a through σ-bond and a through π-bond mechanism has been studied in 1-(4-cyanophenyl)-4-(cyanomethylene)piperidine. In this trichromophoric system designed in a configuration acceptor-donor-acceptor, where the do

Phospha-adamantanes as ligands for organopalladium chemistry: Aminations of aryl halides

The use of Pd2dba3·CHCl3 and 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phenyl-6-phospha-adamantane has been shown to facilitate the effective amination of aryl halides with aromatic or aliphatic amines in high yields.

Modified (NHC)Pd(allyl)Cl (NHC = N-heterocyclic carbene) complexes for room-temperature Suzuki-Miyaura and Buchwald-Hartwig reactions

A series of (NHC)Pd(R-allyl)Cl complexes [NHC: IPr = N,N′-bis(2,6- diisopropylphenyl)imidazol-2-ylidene, SIPr = N,N′-bis(2,6- diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene; R = H, Me, gem-Me2, Ph] have been synthesized and fully characterized. When compared to (NHC)Pd(allyl)Cl, substitution at the terminal position of the allyl scaffold favors a more facile activation step. This translates into higher catalytic activity in the Suzuki-Miyaura and Buchwald-Hartwig reactions, allowing for the coupling of unactivated aryl chlorides at room temperature in minutes. In the Suzuki-Miyaura reaction, aryl triflates, bromides, and chlorides react with boronic acids using very low catalyst loading. In the N-aryl amination reaction, a wide range of substrates has been coupled efficiently; primary-, secondary-, alkyl-, or aryl-amines react in high yields with unactivated, neutral, and activated aryl chlorides and bromides. In both reactions, extremely hindered substrates such as tri-ortho-substituted biaryls and tetra-ortho-substituted diarylamines can be produced without loss of activity. Finally, the present catalytic system has proven to be efficient with as low as 10 parts-per-million (ppm) of precatalyst in the Buchwald-Hartwig reaction and 50 ppm in the Suzuki-Miyaura reaction.

Studies on Pd/imidazolium salt protocols for aminations of aryl bromides and iodides using lithium hexamethyldisilazide (LHMDS)

The reactions of a range of secondary amines with aryl bromides and iodides have been performed using an in situ protocol involving palladium and imidazolium salts. Many of these reactions proceed at room temperature, providing a mild protocol for aminations of aryl iodides and bromides. Key to the success of this procedure is the use of lithium hexamethyldisilazide (LHMDS) as base.

(IPr)Pd(acac)Cl: An easily synthesized, efficient, and versatile precatalyst for C-N and C-C bond formation

A very straightforward synthesis of (IPr)Pd(acac)Cl from two commercially available starting materials, Pd(acac)2 and IPr·HCl [acac = acetylacetonate; IPr = N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], has been developed. The resulting complex, (IPr)Pd(acac)Cl (1), has proven to be a highly active PdII precatalyst in the Buchwald-Hartwig and the α-ketone arylation reactions. A wide range of substrates has been screened, including unactivated, sterically hindered, and heterocyclic aryl chlorides.

Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines

The introduction of amines onto aromatics without metal catalysts and chemical oxidants is synthetically challenging. Herein, we report the first example of an electrochemical cross-dehydrogenative aromatization (ECDA) reaction of saturated cyclohexanones and amines to construct anilines without additional metal catalysts and chemical oxidants. This reaction exhibits a broad scope of cyclohexanones including heterocyclic ketones, affording a variety of aromatic amines with various functionalities, and shows great potential in the synthesis of biologically active compounds.

Palladium-Catalyzed Cyanation of Aryl Halides Using Formamide and Cyanuric Chloride as a New “CN” Source

A new source of “CN” employing formamide and cyanuric chloride is introduced for the cyanation reactions. The treatment of formamide and 2,4,6-trichloro-1,3,5-triazine (TCT; cyanuric chloride) afforded an efficient cyanating agent which it can be used as a nontoxic, readily available, and non-expensive reagent in the cyanation transformations. In this study, palladium-catalyzed cyanation of aryl halides was successfully accomplished using this new “CN” source in high yields.

Integrating CuO?Fe2O3 Nanocomposites and Supramolecular Assemblies of Phenazine for Visible-Light Photoredox Catalysis

A photoredox catalytic ensemble consisting of CuO-Fe2O3 nanocomposites and oligomeric derivative of phenazine has been developed. The prepared system acts as an efficient photoredox catalyst for C?N bond formation reaction via SET mechanism under ‘green’ conditions (aerial environment, mixed aqueous media, recyclable), requiring less equivalents of base and amine substrate. The present study demonstrates the significant role of supramolecular assemblies as photooxidants and reductants upon irradiation and their important contribution towards the activation of the metallic centre through energy transfer and electron transfer pathways. The potential of oligomer 4: CuO-Fe2O3 has also been explored for C?C bond formation reactions via the Sonogashira protocol.

General Paradigm in Photoredox Nickel-Catalyzed Cross-Coupling Allows for Light-Free Access to Reactivity

Self-sustained NiI/III cycles are established as a potentially general paradigm in photoredox Ni-catalyzed carbon–heteroatom cross-coupling reactions through a strategy that allows us to recapitulate photoredox-like reactivity in the absence of light across a wide range of substrates in the amination, etherification, and esterification of aryl bromides, the latter of which has remained, hitherto, elusive under thermal Ni catalysis. Moreover, the accessibility of esterification in the absence of light is especially notable because previous mechanistic studies on this transformation under photoredox conditions have unanimously invoked energy-transfer-mediated pathways.