83463-16-5

Basic information

• Product Name: 3-ethyl-4-phenylpyridine
• Synonyms: 3-ethyl-4-phenylpyridine
• CAS NO: 83463-16-5
• Molecular Weight: 183.253
• Mol File: 83463-16-5.mol

Chemical Properties

• CAS DataBase Reference: 3-ethyl-4-phenylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethyl-4-phenylpyridine(83463-16-5)
• EPA Substance Registry System: 3-ethyl-4-phenylpyridine(83463-16-5)

Safety Data

• Hazardous Substances Data: 83463-16-5(Hazardous Substances Data)

Upstream product

• 41282-40-0 but-2-ynylamine 
• 104-55-2 3-phenyl-propenal 
• 50329-23-2 1-amino-2-butyne hydrochloride 
• 3988-74-7 (E)-1-(furan-2-yl)-3-phenylprop-2-en-1-one 
• 83463-04-1 2-Ethyl-1,5-di-furan-2-yl-3-phenyl-pentane-1,5-dione 
• 83463-09-6 3-Ethyl-2,6-di-furan-2-yl-4-phenyl-pyridine 
• 99099-57-7 4-phenyl-1-tosyl-1,2,3,6-tetrahydropyridine 
• 33439-27-9 N-tosyl-4-piperidone 
• 83863-40-5 4-phenyl-1-(p-tolylsulfonyl)piperidin-4-ol 
• 936630-33-0 1-(4-methylphenylsulfonyl)-4-phenyl-5-vinyl-1,2,5,6-tetrahydropyridine 
• 83463-13-2 3-Ethyl-4-phenyl-pyridine-2,6-dicarboxylic acid 

Relevant articles and documents

Quick Access to Pyridines through 6π-3-Azatriene Electrocyclization: Concise Total Synthesis of Suaveoline Alkaloids

Pyridine is a prevalent structural heterocyclic motifs in natural products, pharmaceuticals, and advanced materials. Several different methodologies have been developed for the synthesis of these kinds of molecules. However, a sustainable and efficient procedure for the synthesis of pyridines is still highly desirable. In this Synpacts article, we highlight our recent approach to the construction of highly substituted pyridines though a tandem condensation/alkyne isomerization/6π-3-azatriene electrocyclization sequence. The present protocol was used to synthesize a series of polysubstituted pyridines (30 examples) in moderate to good yields. The process also permitted the development of a concise strategy for collective total syntheses of suaveoline, norsuaveoline, and macrophylline.

Facile Synthesis of Pyridines from Propargyl Amines: Concise Total Synthesis of Suaveoline Alkaloids

A general and efficient protocol was developed for the synthesis of polysubstituted pyridines from propargyl amines and unsaturated carbonyl compounds through a tandem condensation/alkyne isomerization/6π 3-azatriene electrocyclization sequence. This process was found to be applicable to a wide range of readily available substrates (30 examples, up to 95 % yield) and could be readily performed on a preparative (20 g) scale. By taking advantage of this method for late-stage pyridine incorporation, we successfully completed the collective total synthesis of suveoline, norsuveoline, and macrophylline.

Synthesis of cis-3,4-diarylpiperidines and cis-3,4-diaryltetrahydropyrans

Substituted cis-3,4-diarylpiperidines and cis-3,4-diaryltetrahydropyrans are synthesized in modest overall yields starting from 4-aryl-1,2,5,6-tetrahydropyridines and 4-aryl-1,2,5,6-tetrahydropyrans via the following sequence: (1) pinacol-type ring contraction having the?combination of m-chloroperoxybenzoic acid and boron trifluoride etherate, (2) Grignard addition with arylmagnesium bromide reagents and followed by boron trifluoride etherate-mediated intramolecular ring-expanded rearrangement, and (3) hydrogenation with hydrogen on 10% palladium-activated carbon. A facile synthesis of 3,4-diarylpyridines was also described by base-induced aromatization.