4409-11-4

Usage

Hazard

A poison.

InChI:InChI=1/C12H10ClN/c13-12-3-1-10(2-4-12)9-11-5-7-14-8-6-11/h1-8H,9H2

Upstream product

• 108-89-4 picoline 
• 106-39-8 bromochlorobenzene 
• 80891-12-9 diisopropyl-1-ethoxycarbonyl-1,4-dihydropyridine-4-phosphonate 
• 110-86-1 pyridine 
• 882525-08-8 4-[(4-chloro-phenyl)-hydroxy-methyl]-4-(diisopropoxy-phosphoryl)-4H-pyridine-1-carboxylic acid ethyl ester 

Downstream Products

• 857532-26-4 4-(4-chloro-phenyl)-3,4,5,6-tetrahydro-2H-[4,4']bipyridinyl-1-carboxylic acid tert-butyl ester 
• 14548-48-2 4-(4-chlorobenzoyl)pyridine 
• 1471806-85-5 4-[1-(4-chlorophenyl)vinyl]pyridine 

Relevant academic research and scientific papers

Synthesis of 4-benzylpyridines via Pd-catalyzed CH3-arylation of 4-picoline

A highly efficient synthesis of 4-benzylpyridines was developed via Pd-catalyzed C(sp3)-H arylation between 4-picoline and aryl halides. It was found that the best yields were achieved with a simple Pd(PPh3)4 catalyst and Cs2CO3 as the base. Compared with the known methods, our reaction does not require the use of a strong organometallic reagent as the base.

Efficient Selenium-Catalyzed Selective C(sp3)?H Oxidation of Benzylpyridines with Molecular Oxygen

An efficient selenium-catalyzed direct oxidation of benzylpyridines in aqueous DMSO has been successfully developed by using molecular oxygen as the oxidant. A variety of benzoylpyridines with broad functional group tolerance were obtained in modest to excellent yields and with exclusive chemoselectivity. (Figure presented.).

Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen

The methylene group of various substituted 2- and 4-benzylpyridines, benzyldiazines and benzyl(iso)quinolines was successfully oxidized to the corresponding benzylic ketones using a copper or iron catalyst and molecular oxygen as the stoichiometric oxidant. Application of the protocol in API synthesis is exemplified by the alternative synthesis of a precursor to the antimalarial drug Mefloquine. The oxidation method can also be used to prepare metabolites of APIs which is illustrated for the natural product papaverine. ICP-MS analysis of the purified reaction products revealed that the base metal impurity was well below the regulatory limit.

Regioselective synthesis of 4-alkylpyridines from pyridine and aldehydes via dipole reversal process of 1,4-dihydropyridine phosphonate

4-Alkylation of pyridine has been accomplished by the reaction of ylides, derivated from 1,4-dihydropyridine phosphonate via phosphonioalkoxycarbonylation of pyridine with aldehydes and subsequent elimination of diisopropyl phosphate followed by aromatization with potassium tert-butoxide.

Method of regulating the growth of aquatic weeds with pyridine derivatives

A method of regulating the growth of submerged and floating aquatic weeds which comprises adding a 2- or 4-substituted pyridinemethane or pyridinemethanol to a body of water containing the submerged and floating aquatic weeds to be regulated, in quantities sufficient to regulate the growth of the submerged and floating aquatic weeds therein. The disclosure also relates to novel compositions for carrying out the method.