31557-57-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-3-phenylpyridine is utilized as a key intermediate in the synthesis of various pharmaceutical products and drugs. Its unique structure allows for the creation of more complex molecules, contributing to the advancement of medicinal chemistry and the development of novel therapeutic agents.
Used in Research and Development:
In the realm of scientific research, 2-Chloro-3-phenylpyridine serves as a valuable component in the exploration and development of new chemical compounds. Its reactivity and structural features make it an ideal candidate for use in various chemical reactions, facilitating the discovery of innovative molecules with potential applications in various fields.
Used in Organic Synthesis:
As an intermediate in organic synthesis, 2-Chloro-3-phenylpyridine is employed in a wide range of chemical reactions to produce more intricate molecules. Its presence in these reactions enables the synthesis of diverse chemical entities, broadening the scope of chemical research and applications.

InChI:InChI=1/C11H8ClN/c12-11-10(7-4-8-13-11)9-5-2-1-3-6-9/h1-8H

Upstream product

• 71-43-2 benzene 
• 52200-48-3 3-bromo-2-chloropyridine 
• 98-80-6 phenylboronic acid 
• 2942-59-8 2-chloronicotinic acid 
• 103863-15-6 3-phenylpyridine-2-carboxylic acid 
• 1131-48-2 3-phenylpyridine N-oxide 
• 21352-19-2 N-(2-chloro-3-pyridinyl)acetamide 

Downstream Products

• 53698-45-6 2-methoxy-3-phenylpyridine 
• 1357159-20-6 1-amino-2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylpyridinium 2,4,6-trimethylbenzenesulfonate 
• 1357159-21-7 methyl 7-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-6-phenylpyrazolo[1,5-a]pyridine-3-carboxylate 
• 1357158-73-6 1-(4-(6-phenylpyrazolo[1,5-a]pyridin-7-yl)phenyl)cyclobutanamine 
• 1357159-18-2 tert-butyl 1-(4-(3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate 
• 104813-63-0 4-{4-[4-(3-Phenyl-pyridin-2-yl)-piperazin-1-yl]-butyl}-morpholine-3,5-dione 
• 104813-61-8 3-{4-[4-(3-Phenyl-pyridin-2-yl)-piperazin-1-yl]-butyl}-1-thia-3-aza-spiro[4.4]nonane-2,4-dione 
• 104813-67-4 4,4-dimethyl-1-[4-[4-(3-phenyl-2-pyridinyl)-1-piperazinyl]butyl]-2,6-piperidinedione 

Relevant academic research and scientific papers

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.

Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions

A convenient and efficient method for the synthesis of 2-halogen-substituted pyridines is described. The decarboxylative halogenation of 2-picolinic acids with dihalomethane proceeded smoothly via N-chlorocarbene intermediates to afford 2-halogen-substituted pyridines in satisfactory to excellent yields under transition-metal-free conditions. This new type of decarboxylative halogenation is operationally simple and exhibits high functional-group tolerance.

Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid

Described here are tandem photoelectrocyclization and [1,5]-hydride shift reactions of heteroaryl-containing bis-aryl cyclohexenone derivatives that give heteroaryl-substituted dihydrophenanthrenes. This Letter demonstrates that electrocyclization intermediates can be trapped with acid when the [1,5]-hydride shift is relatively slow. From a practical perspective, the observation that the acid-mediated reaction gives a divergent stereochemical outcome when compared with the reaction run under neutral conditions makes these transformations powerful.

Preparation method of non-transition metal-catalyzed 2-halogenated pyridine compound

The invention provides a preparation method of a non-transition metal-catalyzed 2-halogenated pyridine compound. The 2-halogenated pyridine compound is an important component of many medicines and bioactive molecules and has important application in the fields of organic synthesis, medicinal chemistry and the like and wide market prospects. The invention relates to the preparation method of the non-transition metal-catalyzed 2-halogenated pyridine compound. According to the method, pyridine-2-carboxylic acid, derivatives of the pyridine-2-carboxylic acid, NaF, KF, CsF, TBAF, NaCl, KCl, CsCl, TBAC, NCS, NaBr, KBr, CsBr, Br2, TBAB, NBS, NaI, KI, CsI, I2 and NIS are used as raw materials, and under the presence of base and an accelerant and mild conditions, the 2-halogenated pyridine compoundis synthesized. The method has the advantages that the steps are simple, the raw materials are easy to obtain, the reaction conditions are mild and the like; the method has great use value and socialand economic benefits.

Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals

Herein we present the first example of aryl radical formation via the visible light-mediated decarboxylation of aryl carboxylic acids using photoredox catalysis. This method constitutes a mild protocol for the decarboxylation of cheap and abundant aryl carboxylic acids and tolerates both electron-rich substrates and those lacking ortho-substitution. The in situ formation of an acyl hypobromite is proposed to prevent unproductive hydrogen atom abstraction and trapping of the intermediate aroyloxy radical, enabling mild decarboxylation.

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.

Diverse heterocyclic scaffolds as allosteric inhibitors of AKT

Wide-ranging exploration of potential replacements for a quinoline-based inhibitor of activation of AKT kinase led to number of alternative, novel scaffolds with potentially improved potency and physicochemical properties. Examples showed predictable DMPK properties, and one such compound demonstrated pharmacodynamic knockdown of phosphorylation of AKT and downstream biomarkers in vivo and inhibition of tumor growth in a breast cancer xenograft model.

2-[4-(PYRAZOL-4-YLALKYL)PIPERAZIN-1-YL]-3-PHENYL PYRAZINES AND PYRIDINES AND 3-[4-(PYRAZOL-4-YLALKYL)PIPERAZIN-1-YL]-2-PHENYL PYRIDINES AS 5-HT7 RECEPTOR ANTAGONISTS

The present invention provides selective 5-HT7 receptor antagonist compounds of Formula I and their use in the treatment of migraine, persistent pain, and anxiety: where A and B are each independently C(H)= or N=, provided that at least one of A and B is -N=, n is 1-3, m is 0-3, and R14 are as defined herein.

New synthetic routes to 3-, 5-, and 6-aryl-2-chloropyridines

The efficient synthesis of 3-, 5-, and 6-aryl-2-chloropyridines via the facile preparation of 5-(dimethylamino)aryl-substituted pentadienyl nitriles and cyclization with hydrochloric acid is described. This approach allows for the introduction of other electron-withdrawing substituents on the pyridine ring as well as the preparation of the desired unsubstituted arylpyridines. Some differences in the rates of cyclization of the pentadienyl nitriles as well as the yields of chloropyridines were observed that depended on the position and degree of substitution in the aryl substituent. The arylpentadienyl nitriles 5 and 6 could also be converted directly into the corresponding 2-aminopyridines.

Site-Selectivity in the Reaction of 3-Substituted Pyridine 1-Oxides with Phosphoryl Chloride

Site-selectivity in the reaction of 3-substituted pyridine 1-oxide with phosphoryl chloride was investigated.When a strongly electron-withdrawing group (e.g.CN, CONRR', COOR, or NO2) was substituted at the 3-position, the reaction of 3-substituted pyridine 1-oxides with phosphoryl chloride yielded 3-substituted 2-chloropyridines as the main products.Keywords- site-selectivity; 3-substituted pyridine 1-oxide; phosphoryl chloride; 3-substituted 2-chloropyridine; chlorination