20826-02-2

Basic information

• Product Name: 5-Methylpyridine-3-carboxylic acid ethyl ester
• Synonyms: 5-Methylpyridine-3-carboxylic acid ethyl ester;Ethyl 5-methylnicotinate;5-Methylnicotinic acid ethyl ester
• CAS NO: 20826-02-2
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.18914
• EINECS: -0
• Mol File: 20826-02-2.mol

Chemical Properties

• Boiling Point: 246.3°C at 760 mmHg
• Flash Point: 102.8°C
• Appearance: /
• Density: 1.077g/cm³
• Vapor Pressure: 0.0273mmHg at 25°C
• Refractive Index: 1.506
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-Methylpyridine-3-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methylpyridine-3-carboxylic acid ethyl ester(20826-02-2)
• EPA Substance Registry System: 5-Methylpyridine-3-carboxylic acid ethyl ester(20826-02-2)

Safety Data

• Hazardous Substances Data: 20826-02-2(Hazardous Substances Data)

Usage

Chemical Properties

pale yellow oily substance

InChI:InChI=1/C9H11NO2/c1-3-12-9(11)8-4-7(2)5-10-6-8/h4-6H,3H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 591-22-0 3,5-Lutidine 
• 108-99-6 3-Methylpyridine 
• 805962-91-8 1-methoxymethyl-3-methyl-pyridinium 
• 78-85-3 2-methylpropenal 
• 3222-49-9 5-methylnicotinic acid 

Downstream Products

• 114261-04-0 1-benzyl-5-methyl-1,4-dihydropyridine-3-carboxamide 
• 79048-93-4 5-Methyl-1-(2',6'-Dichlorobenzyl)-1,4-dihydronicotinamide 
• 70-57-5 5-methylpyridinylcarboxamide 

Relevant articles and documents

Activation of pyridinium salts for electrophilic acylation: A method for conversion of pyridines into 3-acylpyridines

Cyanide adducts of N-MOM pyridinium salts react with strong acylating reagents to provide 3-acyl-4-cyano-1,4-dihydropyridines that can be aromatized to 3-acylpyridines using ZnCl2 in refluxing ethanol.

Reaction of N-vinylic phosphazenes with α,β-unsaturated aldehydes. Azatriene-mediated synthesis of dihydropyridines and pyridines derived from β-amino acids

Aza-Wittig reaction of N-vinylic phosphazenes (1,2 addition), derived from diphenylmethylphosphine or derived from trimethylphosphine with α,β-unsaturated aldehydes, leads to the formation of 3-azatrienes through a [2 + 2]-cycloaddition-cycloreversion sequence. The presence of an alkyl substituent in position 3 of N-vinylic phosphazenes increases the steric interactions, and [4 + 2] periselectivity (1,4 addition) is observed. Reaction of azatrienes with α,β-unsaturated aldehydes yields pyridines.

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Novel compounds and methods for preparing same, immunopotentiating compositions, and a method for potentiating the immune system of a host animal. The method comprises administering to the animal an effective amount of an immunopotentiating compound of Formula I or Formula II, or a physiologically acceptable salt.

NMR Properties and Synthesis of Ring-methylated 1,4-Dihydronicotinamides and the Corresponding Pyridinium Salts. Correlation of NMR with Ab Initio STO-3G Results

The synthesis of a series of ring-methylated 1-alkyl-1,4-dihydronicotinamides and the corresponding pyridinium salts is described.Their NMR properties involving aromatic-ring-shielding anisotropy, due to ring current effects, are discussed and compared with electron populations calculated from STO-3G results.