24015-80-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Benzyl-3-methylpyridine is used as a building block in the synthesis of pharmaceuticals for its versatile reactivity and potential biological activity. It plays a crucial role in the development of new drugs and medicines.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Benzyl-3-methylpyridine is utilized as a building block in the synthesis of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Research and Development:
4-Benzyl-3-methylpyridine is employed as a valuable tool in research and development within the chemical and pharmaceutical industries, aiding in the exploration of new chemical reactions and the creation of innovative compounds.

InChI:InChI=1/C13H13N/c1-11-10-14-8-7-13(11)9-12-5-3-2-4-6-12/h2-8,10H,9H2,1H3

Upstream product

• 16214-99-6 N-benzyl-3-methyl-pyridinium chloride 
• 583-58-4 3,4-Lutidin 
• 108-86-1 bromobenzene 
• 100-44-7 benzyl chloride 
• 108-99-6 3-Methylpyridine 
• 1589-82-8 phenylmagnesium bromide 
• 132368-30-0 N-ethoxycarbonyl-3-methylpyridinium chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 74975-25-0 4-benzoylpyridine-3-carboxylic acid 

Relevant academic research and scientific papers

Four-Selective Pyridine Alkylation via Wittig Olefination of Dearomatized Pyridylphosphonium Ylides

Methods to synthesize alkylated pyridines are valuable because these structures are prevalent in pharmaceuticals and agrochemicals. We have developed a distinct approach to construct 4-alkylpyridines using dearomatized pyridylphosphonium ylide intermediates in a Wittig olefination-rearomatization sequence. Pyridine N-activation is key to this strategy, and N-triazinylpyridinium salts enable coupling between a wide variety of substituted pyridines and aldehydes. The alkylation protocol is viable for late-stage functionalization, including methylation of pyridine-containing drugs. This approach represents an alternative to metal-catalyzed sp2-sp3 cross-coupling reactions and Minisci-type processes.

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.

Substituted tetrahydropyridine derivatives acting on 5-HT receptors

PCT No. PCT/GB96/02763 Sec. 371 Date Apr. 29, 1998 Sec. 102(e) Date Apr. 29, 1998 PCT Filed Nov. 13, 1996 PCT Pub. No. WO97/18204 PCT Pub. Date May 22, 1997Compounds having formula I, or salts or prodrugs thereof: are selective agonists of the 5-HT1D alpha receptor and are useful in the treatment of migraine and associated conditions.

Synthesis of 1,4-dihydropyridines by regioselective additions of benzylic zinc bromides to pyridinium salts and their aromatizations to 4-benzylpyridines

Benzylic zinc reagents add with high regioselectivity to 1-(phenoxycarbonyl) salts of methyl nicotinate to yield methyl-1-(phenoxycarbonyl)-4-benzyl-1,4-dihydronicotinates. The dihydronicotinates on heating with sulfur in decalin afford methyl 4-benzylnicotinates.

A facile synthesis of functionalized 4-benzylpyridines by using mixed copper, zinc benzylic organometallics

A general approach by use of highly functionalized mixed copper zinc, benzylic organometallics to react with N-ethoxycarbonylpyridinium chloride to give regioselectively 4-benzylpyridines after oxygen oxidation in 30-75% yield is described.

A facile synthesis of 4-benzylpyridines by regiospecific addition of substituted benzylic Griganard reagents to pyridinium salts

Substituted 4-benzylpyridines are prepared by regiospecific γ-addition of substituted benzylic Grinard reagents to pyridinium salts in fairly good yields.

Regio- and chemoselective addition of mixed copper, zinc benzylic organometallics to functionalized pyridinium salts: A facile synthesis of functionalized 4-benzylpyridines

2',3-Disubstituted 4-benzylpyridines 4 were synthesized in good yield by reaction of mixed copper, zinc benzylic organometallics 1 with 3-substituted 1-(ethoxycarbonyl)pyridinium chlorides 2 followed by sulfur oxidation under reflux in decalin.