294648-03-6

Usage

Uses

Used in Pharmaceutical Industry:
4-(3-Pyridyl)benzonitrile is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of novel drug molecules. Its presence in the molecular structure can influence the pharmacological properties, such as potency, selectivity, and metabolic stability of the final drug product.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(3-Pyridyl)benzonitrile is employed as a precursor in the production of various agrochemicals. It aids in the creation of compounds that can enhance crop protection and contribute to more effective and sustainable agricultural practices.
Used in Organic Synthesis:
4-(3-Pyridyl)benzonitrile is used as a versatile intermediate in organic synthesis for its capacity to participate in a range of chemical reactions. This allows for the construction of complex organic molecules with potential applications across different industries, including materials science and specialty chemicals.
Used in Fine Chemicals Production:
4-(3-PYRIDYL)BENZONITRILE is also used as a building block in the production of fine chemicals, where its unique structural features and reactivity are harnessed to create high-value specialty products for various applications, such as fragrances, dyes, and other high-demand chemical commodities.

InChI:InChI=1/C12H8N2/c13-8-10-3-5-11(6-4-10)12-2-1-7-14-9-12/h1-7,9H

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 
• 160688-99-3 [tris(3-pyridyl)boroxin] 
• 623-03-0 4-Cyanochlorobenzene 
• 329214-79-1 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 1120-90-7 3-iodopyridine 
• 626-55-1 3-Bromopyridine 
• 126747-14-6 4-cyanophenylboronic acid 
• 67284-17-7 3-(tosyloxy)pyridine 
• 1692-25-7 3-pyridylboronic acid 
• 3058-39-7 4-iodobenzonitrile 
• 220565-63-9 pyridin-3-ylzinc(II) bromide 
• 110-86-1 pyridine 
• 2863-98-1 4-hydrazinobenzonitrile hydrochloride 
• 619-65-8 4-cyanobenzoic Acid 

Relevant academic research and scientific papers

Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution

Herein we describe a cation radical-accelerated-nucleophilic aromatic substitution (CRA-SNAr) of alkoxy arenes utilizing a highly oxidizing acridinium photoredox catalyst and acetone cyanohydrin, an inexpensive and commercially available cyanide source. This cyanation is selective for carbon-oxygen (C-O) bond functionalization and is applicable to a range of methoxyarenes and dimethoxyarenes. Furthermore, computational studies provide a model for predicting regioselectivity and chemoselectivity in competitive C-H and C-O cyanation of methoxyarene cation radicals.

Synthesis of heterobiaryls via Suzuki-Miyaura coupling reaction of potassium aryltrifluoroborates with heteroaryl halides in aqueous systems

A variety of heterobiaryl compounds have been synthesized by the Suzuki-Miyaura coupling reactions of heteroaryl halides with potassium aryltrifluoroborates. Pd (OAc)2 was found to be highly efficient for the Suzuki-Miyaura coupling reactions of various heteroaryl halides with potassium aryltrifluoroborates in aqueous systems, delivering the corresponding heterobiaryl compounds in good to excellent yields.

[2,2′-bipyridin]-6(1 H)-one, a Truly Cooperating Ligand in the Palladium-Mediated C-H Activation Step: Experimental Evidence in the Direct C-3 Arylation of Pyridine

The ligand [2,2′-bipyridin]-6(1H)-one (bipy-6-OH) has a strong accelerating effect on the Pd-catalyzed direct arylation of pyridine or arenes. The isolation of relevant intermediates and the study of their decomposition unequivocally show that the deprotonated coordinated ligand acts as a base and assists the cleavage of the C-H bond. Mechanistic work indicates that the direct arylation of pyridine with this ligand occurs through a Pd(0)/Pd(II) cycle. Because of this dual ligand-intramolecular base role, there is no need for an available coordination site on the metal for an external base, a difficulty encountered when chelating ligands are used in coupling reactions that involve a C-H cleavage step.

METHOD FOR PRODUCING 14 GROUP METAL LITHIUM COMPOUND

PROBLEM TO BE SOLVED: To provide a method for quantitatively producing a group 14 metal lithium compound under a mild condition. SOLUTION: The method for producing a group 14 metal lithium compound represented by formula (4): R4-nMLin comprises reacting a compound represented by formula (1): R4-nMXn and lithium in the presence of a polycyclic aromatic compound represented by formula (2) or formula (3). [In formula (1) and formula (2), R is a hydrocarbon group; M is a metal atom selected from Si, Ge and Sn; X is a halogen atom or R3M- (R and M are the same as mentioned above); and n is 1 or 2] and [R1 is H or a hydrocarbon group; and m is an integer of 0 to 5.] SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Identification of Adenine and Benzimidazole Nucleosides as Potent Human Concentrative Nucleoside Transporter 2 Inhibitors: Potential Treatment for Hyperuricemia and Gout

To test the hypothesis that inhibitors of human concentrative nucleoside transporter 2 (hCNT2) suppress increases in serum urate levels derived from dietary purines, we previously identified adenosine derivative 1 as a potent hCNT2 inhibitor (IC50 = 0.64 μM), but further study was hampered due to its poor solubility. Here we describe the results of subsequent research to identify more soluble and more potent hCNT2 inhibitors, leading to the discovery of the benzimidazole nucleoside 22, which is the most potent hCNT2 inhibitor (IC50 = 0.062 μM) reported to date. Compound 22 significantly suppressed the increase in plasma uric acid levels after oral administration of purine nucleosides in rats. Because compound 22 was poorly absorbed orally in rats (F = 0.51%), its pharmacologic action was mostly limited to the gastrointestinal tract. These findings suggest that inhibition of hCNT2 in the gastrointestinal tract can be a promising approach for the treatment of hyperuricemia.

Stannyl-Lithium: A Facile and Efficient Synthesis Facilitating Further Applications

We have developed a highly efficient, practical, polycyclic aromatic hydrocarbon (PAH)-catalyzed synthesis of stannyl lithium (Sn-Li), in which the tin resource (stannyl chloride or distannyl) is rapidly and quantitatively transformed into Sn-Li reagent at room temperature without formation of any (toxic) byproducts. The resulting Sn-Li reagent can be stored at ambient temperature for months and shows high reactivity toward various substrates, with quantitative atom efficiency.

Palladium-catalyzed decarboxylative cross-coupling of 3-pyridyl and 4-pyridyl carboxylates with aryl bromides

Decarboxylative cross-coupling of 3-pyridyl and 4-pyridyl carboxylates with aryl bromides is reported. Using a bimetallic system of Cu2O and Pd(PPh3)4, the scope of the reaction is demonstrated by the synthesis of 27 pyridine-containing biaryls in moderate to good yields.

Efficient phosphine ligands for the one-pot palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction

We report the synthesis of 2-(anthracen-9-yl)-1H-inden-3-yl dicyclohexylphosphine and its use in palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction to prepare a variety of symmetrical and unsymmetrical biaryl compounds in excellent yield. This journal is

Silver-catalyzed arylation of (hetero)arenes by oxidative decarboxylation of aromatic carboxylic acids

A long-standing challenge in Minisci reactions is achieving the arylation of heteroarenes by oxidative decarboxylation of aromatic carboxylic acids. To address this challenge, the silver-catalyzed intermolecular Minisci reaction of aromatic carboxylic acids was developed. With an inexpensive silver salt as a catalyst, this new reaction enables a variety of aromatic carboxylic acids to undergo decarboxylative coupling with electron-deficient arenes or heteroarenes regardless of the position of the substituents on the aromatic carboxylic acid, thus eliminating the need for ortho-substituted aromatic carboxylic acids, which were a limitation of previously reported methods.

In Situ Trapped and Immobilized Palladium Nanoparticles as Active and Clean Catalysts for Suzuki-Miyaura Reaction

Active palladium nanoparticles were trapped and immobilized in situ by Pd-catalyzed Suzuki-Miyaura reaction to form heterogeneous Pd catalysts. This Pd@PhPad2 catalyst was found to be highly active, recyclable and clean for the Suzuki-Miyaura reaction. Both the anchored diadamantylphosphine ligand and the formation of polyphenylene polymer improved the activity and stability of the Pd@PhPad2 catalyst for Suzuki-Miyaura reaction. The Pd@PhPad2 catalyst was reusable, and no contamination (P ligand or Pd) was detected from the catalyst system for the coupling reaction.