1721-26-2

Basic information

• Product Name: Ethyl 2-methylnicotinate
• Synonyms: 3-Pyridinecarboxylic acid, 2-methyl-, ethyl ester;ETHYL 2-METHYLNICOTINATE;2-METHYLNICOTINIC ACID ETHYL ESTER;Ethyl 2-methylpyridine-3-carboxylate~2-Methylnicotinic acid ethyl ester;ethyl 2-methylpyridine-3-carboxylate;2-Methyl-3-pyridinecarboxylic acid ethyl ester;2-Methylpyridine-3-carboxylic acid ethyl ester;2-methylnicotin ethyl ester
• CAS NO: 1721-26-2
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• EINECS: 217-013-4
• Product Categories: Esters;Pyridines;Heterocyclic Compounds
• Mol File: 1721-26-2.mol
• Article Data: 19

Chemical Properties

• Melting Point: 146-147 °C
• Boiling Point: 126-127 °C24 mm Hg(lit.)
• Flash Point: 217 °F
• Appearance: Clear colorless to orange/Liquid
• Density: 1.072 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0521mmHg at 25°C
• Refractive Index: n20/D 1.505(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.02±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 118200
• CAS DataBase Reference: Ethyl 2-methylnicotinate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-methylnicotinate(1721-26-2)
• EPA Substance Registry System: Ethyl 2-methylnicotinate(1721-26-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 1721-26-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

Ethyl 2-methylpyridine-3-carboxylate was used in the preparation of amino esters such as ethyl 2(piperidinylaminomethyl)benzoate, ethyl 2-(N-benzyl-N-methylaminomethyl)benzoate, ethyl 2-(diethylaminomethyl)benzoate.

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

Upstream product

• 164390-30-1 ethyl 4-chloro-2-methylpyridine-3-carboxylate 
• 5444-80-4 1,3,3-triethoxypropene 
• 626-34-6 ethyl aminocrotonate 
• 107-02-8 acrolein 
• 90643-19-9 2-methyl-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester 
• 60544-22-1 1-methylpyrimidin-1-ium iodide 
• 17469-21-5 β-(Dimethylamino)crotonsaeure-ethylester 
• 110-89-4 piperidine 
• 626-34-6 ethyl 3-aminobut-2-enoate 
• 107-18-6 allyl alcohol 
• 1379398-74-9 C₉H₁₃NO₂ 
• 1266617-38-2 ethyl 2-butoxy-6-methyl-3,4-dihydro-2H-pyran-5-carboxylate 
• 41867-20-3 ethyl (E)-3-aminobut-2-enoate 
• 542-78-9 Malondialdehyde 

Downstream Products

• 153025-46-8 2-methyl-3-carbonylaminopyridine 
• 14578-18-8 2-styryl-nicotinic acid 
• 93287-07-1 2-Methyl-N-p-tolyl-nicotinamide 
• 93287-09-3 N-(4-Chloro-phenyl)-2-methyl-nicotinamide 
• 93287-08-2 N-(4-Methoxy-phenyl)-2-methyl-nicotinamide 
• 109270-10-2 2-pyridine-3-carboxylic acid 
• 86198-37-0 2-methyl-N-phenyl-nicotinamide 
• 93287-06-0 2-Methyl-N-m-tolyl-nicotinamide 
• 93287-10-6 N-(4-Bromo-phenyl)-2-methyl-nicotinamide 
• 63050-11-3 ethyl 2-bromomethylpyridine-3-carboxylate 
• 58539-65-4 2-methylnicotinamide 
• 209806-15-5 ethyl 2-(N-benzyl-N-phenylamino)methylnicotinate 
• 209806-22-4 (2-{2-[(benzyl-phenyl-amino)-methyl]-pyridin-3-yl}-2-oxo-ethyl)-phosphonic acid dimethyl ester 
• 209806-05-3 dimethyl 1-diazo-2-(2-(N-benzyl-N-phenylaminomethyl)pyridin-3-yl)-2-oxoethylphosphonate 

Relevant articles and documents

Intramolecular alkylations of aromatic compounds, XII: Synthesis of 1-(3-methylpyridin-2-ylmethyl)-1,2,3,4-tetrahydronaphthalenes

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Method for preparing 2 -methylnicotinate and derivatives thereof

The invention belongs to the technical field of preparation of fine chemicals, and discloses 2 -methylnicotinate and a preparation method thereof, and the method comprises the following steps: (1) alkyl vinyl ether. The raw materials including 1,3 -carbonyl compound and formaldehyde raw materials react 60 °C - 100 °C at 6 hours - 9 hours, and the reaction products are separated to obtain 2 - alkoxy -3 and 4 -dihydropyran derivatives. (2) 2 - Alkoxy -3, 4 -dihydropyran derivatives are reacted 7 to 10 hours with an ammonium salt at a certain temperature under the action of an oxidant methylene blue and a Lewis acid to give 2 -methylnicotinate or a derivative thereof. The overall reaction process of the preparation method is designed. Compared with the traditional 2 -methylnicotinate and derivatives thereof, the method has the advantages of cheap and easily available raw materials, easy separation of the products, simple steps, high industrial application value and the like.

2-methyl nicotinate as well as preparation method and application thereof

The invention relates to 2-methyl nicotinate as well as a preparation method and application thereof. The preparation method comprises the following steps: (1) reacting 1, 1, 3, 3-tetramethoxypropane or 1, 1, 3, 3-tetraethoxypropane under the action of acid to obtain a compound B; (2) reacting the compound B and beta-aminocrotonate in a first organic solvent to obtain 2-methyl nicotinate, wherein no foul acrolein is used in the process, the safety coefficient of production is effectively improved, the reaction raw materials are easy to obtain, the conditions are mild, the operation is simple, the yield is greater than 65%, the product purity reaches 98% or above, and the method is suitable for industrial production and has a wide application prospect. The obtained product can be used as an intermediate for synthesizing 2-methyl nicotinic acid, and can be used for synthesizing medicines.

Synthesis of 3-Keto Pyridines from the Conjugated Allenone – Alkynylamine Oxidative Cyclization Catalyzed by Supported Au Nanoparticles

Recyclable supported Au nanoparticles on TiO2 catalyze the cyclization of N-propargyl or N-homopropargyl β-enaminones followed by dehydrogenation (aromatization) leading to substituted 3-keto pyridines or 4-picolines in very good yields. This pathway is in contrast to their known cyclization in the presence of Au(I) or Au(III) catalysts which provides 1,4-oxazepines, instead. The enaminones are formed in situ upon mixing a conjugated allenone or allenyl ester with the alkynylamine, thus the pyridine-forming transformation is typically a one pot process. (Figure presented.).