14548-44-8

Usage

Uses

Used in Organic Synthesis:
4-chlorophenyl pyridin-3-yl ketone is used as a building block in the synthesis of various organic compounds, contributing to the creation of a wide range of chemical entities.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-chlorophenyl pyridin-3-yl ketone is used as a key intermediate in the development of new drugs, leveraging its pharmacological and biological properties to enhance therapeutic options.
Used in Medicinal Chemistry:
4-chlorophenyl pyridin-3-yl ketone is employed in medicinal chemistry for its potential applications in drug development, where its unique structure and properties can be harnessed to design and optimize pharmaceutical agents with improved efficacy and safety profiles.

InChI:InChI=1/C12H8ClNO/c13-11-5-3-9(4-6-11)12(15)10-2-1-7-14-8-10/h1-8H

Upstream product

• 60573-68-4 3-pyridyllithium 
• 623-03-0 4-Cyanochlorobenzene 
• 20260-53-1 pyridine-3-carbonyl chloride hydrochloride 
• 108-90-7 chlorobenzene 
• 59-67-6 nicotinic acid 
• 500-22-1 3-pyridinecarboxaldehyde 
• 106-39-8 bromochlorobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 68885-32-5 (pyridin-3-yl)-(4-chlorophenyl)methanol 
• 626-55-1 3-Bromopyridine 
• 6972-69-6 N,N-dimethylnicotinamide 
• 1120-90-7 3-iodopyridine 
• 201230-82-2 carbon monoxide 
• 5575-51-9 tris(4-chlorophenyl)bismuthane 

Downstream Products

• 53220-85-2 3-[2-(4-chloro-phenyl)-tetrahydro-furan-2-yl]-pyridine 
• 292617-64-2 (4-Chloro-phenyl)-pyridin-3-yl-methanone O-(2-dimethylamino-ethyl)-oxime 
• 292617-66-4 (4-Chloro-phenyl)-pyridin-3-yl-methanone O-(2-diethylamino-ethyl)-oxime 
• 77744-27-5 [(E)-3-(4-Chloro-phenyl)-3-pyridin-3-yl-allyl]-dimethyl-amine 
• 77744-28-6 A 34515 
• 60611-62-3 5-(4-Chlorbenzyl)-2-pyridincarbonsaeure 
• 82969-68-4 (4-Chlorphenyl)-(2-isopropyl-1,2,4-triazol-3-yl)-(3-pyridyl)-(1,2,4-triazol-1-yl)methan 
• 117613-40-8 3-pyridine 
• 103022-56-6 3-pyridine 
• 19828-08-1 α-chloro-α-3-pyridyl-α-(4,4'-dichlorodiphenyl)methane hydrochloride 
• 29957-22-0 α-Chloro-α-(3-pyridyl)-4,4'-dichlorodiphenylmethane 
• 19828-17-2 α,α-bis(4-chlorophenyl)-α-3-pyridylmethyl methyl ether 
• 53220-56-7 3-[2-(4-chloro-phenyl)-tetrahydro-furan-2-yl]-piperidine 
• 1374584-40-3 (4-chlorophenyl)(pyrimidin-5-yl)pyridin-3-yl methanol 

Relevant academic research and scientific papers

Continuous Flow Acylation of (Hetero)aryllithiums with Polyfunctional N,N-Dimethylamides and Tetramethylurea in Toluene

The continuous flow reaction of various aryl or heteroaryl bromides in toluene in the presence of THF (1.0 equiv) with sec-BuLi (1.1 equiv) provided at 25 °C within 40 sec the corresponding aryllithiums which were acylated with various functionalized N,N-

Photo-nickel dual catalytic benzoylation of aryl bromides

The dual catalytic arylation of aromatic aldehydes by aryl bromides using UV-irradiation and a nickel catalyst is reported. The reaction product serves as a photocatalyst and a hydrogen atom transfer agent for this transformation.

Pyridine-directed asymmetric hydrogenation of 1 1-diarylalkenes

Highly enantioselective pyridine-directed rhodium-catalyzed asymmetric hydrogenation of challenging 1 1-diarylalkenes is achieved by using [Rh(NBD)DuanPhos]BF4 as a precatalyst. Various types of 2-pyridine substituted 1 1-diarylalkenes could be hydrogenated with good to excellent enantioselectivities which provide an efficient route to the synthesis of pharmaceutically and biologically active compounds containing a 2-pyridyl ethane unit.

Phosphine-Free, Heterogeneous Palladium-Catalyzed Atom-Efficient Carbonylative Cross-Coupling of Triarylbismuths with Aryl Iodides: Synthesis of Biaryl Ketones

A novel and highly efficient heterogeneous palladium-catalyzed carbonylative cross-coupling of aryl iodides with triarylbismuths has been developed that proceeds smoothly at atmospheric CO pressure and provides a general and powerful tool for the preparation of various valuable biaryl ketones with high atom economy, good to excellent yield, and recyclability of the catalyst. The reaction is the first example of Pd-catalyzed carbonylative cross-coupling for the construction of biaryl ketones using triarylbismuths as substrates.

Practical one-pot preparation of ketones from aryl and alkyl bromides with aldehydes and DIH via Grignard reagents

Various diaryl ketones, alkyl aryl ketones, and dialkyl ketones were efficiently prepared in good yields by the reactions of the Grignard reagents derived from aryl or alkyl bromides, followed by the reactions with aromatic or aliphatic aldehydes and the subsequent treatment with 1,3-diiodo-5,5- dimethylhydantoin and K2CO3, in a one-pot method. The same treatment of aromatic bromides bearing electron-withdrawing groups, such as ester, nitrile, ketone, and nitro groups with i-PrMgCl·LiCl or PhMgCl instead of Mg, also provided the corresponding diaryl and alkyl aryl ketones in good yields. The above methods are simple and practical transition-metal-free methods for the preparation of various diaryl ketones and alkyl aryl ketones bearing electron-rich aromatic groups and electron-deficient aromatic groups, as well as dialkyl ketones.

Analogues of fenarimol are potent inhibitors of trypanosoma cruzi and are efficacious in a murine model of chagas disease

We report the discovery of nontoxic fungicide fenarimol (1) as an inhibitor of Trypanosoma cruzi (T. cruzi), the causative agent of Chagas disease, and the results of structure-activity investigations leading to potent analogues with low nM IC50s in a T. cruzi whole cell in vitro assay. Lead compounds suppressed blood parasitemia to virtually undetectable levels after once daily oral dosing in mouse models of T. cruzi infection. Compounds are chemically tractable, allowing rapid optimization of target biological activity and drug characteristics. Chemical and biological studies undertaken in the development of the fenarimol series toward the goal of delivering a new drug candidate for Chagas disease are reported.

Ligand-free Pd-catalyzed carbonylative cross-coupling reactions under atmospheric pressure of carbon monoxide: Synthesis of aryl ketones and heteroaromatic ketones

The carbonylative Suzuki cross-coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand-free catalyst under atmospheric pressure of carbon monoxide has been firstly developed. Under mild reaction conditions, a broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields at low catalyst loadings (0.05 to 2 mol-%). Moreover, the catalyst can also be recycled. The carbonylative Suzuki cross-coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand-free catalyst under an atmosphere of carbon monoxide has been developed. A broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields. The catalyst can also be recycled.

A New Simple Synthesis of Fusaric Acid and Other 5-Alkyl-2-pyridinecarboxylic Acids

Carboxamido groups are introduced into the 6-position of 3-acylpyridines with high regioselectivity via Minisci reaction with formamides, Fe(II) sulfate and tert-butyl hydroperoxide.The isolation procedure is considerably improved by the addition of citric acid for complexation of the Fe ions.Fusaric acid and other 5-alkyl-2-pyridine carboxylic acids are obtained by a following Wolff-Kishner reaction in 20-75percent overall yield.

Synthesis of 3-Aryl-3-pyridylallylamines Related to Zimelidine via Palladium-Catalyzed Amination

Reaction of aryl pyridyl ketones 1 with vinylmagnesium bromide followed by acetylation of the products 2 with acetic anhydride/Et3N and with 4-(dimethylamino)pyridine (DMAP) as a catalyst gave acetates 3 in high yields.Treatment of acetates 3 with dimethylamine in the presence of a palladium catalyst produced a mixture of E and Z isomers of 3-aryl-3-pyridylallylamines 4.

Anthelmintic pyridine and thiazole substituted benzimidazole carbamates

Compounds represented by the formula STR1 wherein R is STR2 R1 is 2-pyridyl, 3-pyridyl, 4-pyridyl or 2-thiazyl, R2 is lower alkyl and n is 1 or 2, And acid addition salts of the compounds wherein R1 is 2-pyridyl, 3-pyridyl or 4-pyridyl are disclosed as useful as anthelmintics against a broad spectrum of helminths. Processes for making the active compounds and novel intermediates useful therein are also disclosed.