10128-91-3

Basic information

• Product Name: METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE
• Synonyms: METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE;SPECS AE-508/36398048;3-Pyridinecarboxylic acid, 1,2-dihydro-2-oxo-, methyl ester;Methyl 1,2-dihydro-2-oxopyridine-3-carboxylate;2-Hydroxy-nicotinic acid methyl ester;Methyl 6-hydroxypyridin-3-carboxylate;1,2-Dihydro-3-(methoxycarbonyl)-2-oxopyridine;Methyl 2-oxo-l,2-dihydropyridine-3-carboxylate
• CAS NO: 10128-91-3
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.14
• Product Categories: Esters;Pyridines
• Mol File: 10128-91-3.mol
• Article Data: 26

Chemical Properties

• Melting Point: 115-118°C
• Boiling Point: 367.649 °C at 760 mmHg
• Flash Point: 176.148 °C
• Appearance: Cream/Solid
• Density: 1.264 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.518
• Storage Temp.: Refrigerated.
• PKA: 10.07±0.10(Predicted)
• CAS DataBase Reference: METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE(10128-91-3)
• EPA Substance Registry System: METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE(10128-91-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 10128-91-3(Hazardous Substances Data)

Usage

General Description

Methyl 2-oxo-1,2-dihydro-3-pyridinecarboxylate is a chemical compound frequently used in industrial applications and research labs. Its molecular formula is C7H7NO3. It is also known as methyl pyridine-3-carboxylate, and is structurally categorized as a pyridinone. Methyl 2-oxo-1,2-dihydro-3-pyridinecarboxylate falls under heterocyclic compounds and the Ring index indicates it to be part of pyridines. It possesses a blend of characteristics from both ketones and esters due to its structural design. It is often used in the manufacturing of more complex chemical compounds. Care must be taken when handling and storing this chemical due to potential health hazards.

InChI:InChI=1/C7H7NO3/c1-11-7(10)5-3-2-4-8-6(5)9/h2-4H,1H3,(H,8,9)

Upstream product

• 67-56-1 methanol 
• 17758-13-3 1-phenyl-2(1H)-pyrimidinone 
• 108-59-8 malonic acid dimethyl ester 
• 609-71-2 2-hydroxy-3-carboxypyridine 
• 149-73-5 trimethyl orthoformate 
• 609-71-2 1,2-dihydro-2-oxonicotinic acid 
• 17758-14-4 1-p-tolylpyrimidin-2(1H)-one 
• 28369-76-8 2-hydroxynicotinic acid chloride 
• 393-55-5 2-fluoronicotinic acid 

Downstream Products

• 116387-40-7 methyl 2-hydroxy-5-iodopyridine-3-carboxylate 
• 960359-48-2 C₃₃H₂₇NO₁₀ 
• 960359-49-3 C₃₄H₂₉NO₁₀ 
• 252921-14-5 methyl 2-(3-nitrophenyl)-3-pyridinecarboxylate 
• 252921-34-9 2-(3-aminophenyl)-3-pyridinecarboxylic acid methyl ester 
• 868171-80-6 methyl 1-(phenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate 
• 1428155-21-8 C₂₈H₂₃F₂N₇O₃ 
• 1428155-22-9 N-(3-fluoro-4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide 
• 1428155-24-1 N-(3-fluoro-4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-2-oxo-1-(4-(trifluoromethyl)phenyl)-1,2-dihydropyridine-3-carboxamide 
• 1428155-25-2 N-(3-fluoro-4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-2-oxo-1-(3-(trifluoromethyl)phenyl)-1,2-dihydropyridine-3-carboxamide 
• 1428155-27-4 C₂₃H₁₄F₂N₆O₃ 
• 1428155-28-5 C₂₃H₁₄F₂N₆O₃ 
• 1428155-29-6 C₂₄H₁₄F₄N₆O₃ 
• 1428155-33-2 C₂₃H₁₆FN₇O₂ 

Relevant articles and documents

Highly regiocontrolled and stereocontrolled syntheses of polysubstituted aminocyclohexanes: mild inverse-electron-demand Diels–Alder cycloadditions of electrophilic 2-pyridones

Strongly electrophilic N-arenesulfonyl-2-pyridone-3-carboxylate methyl esters complex with zinc dibromide and then react with nucleophilic benzyl vinyl ether or benzyloxyallene to achieve inverse-electron-demand Diels–Alder (IEDDA) cycloadditions. These cycloadducts are produced on gram scale and in 77–89% yields, importantly without the use of high pressure. These 4+2 cycloadditions strongly favor regioselective and stereoselective formation of endo bicyclic lactams as established by X-ray crystallography. These bicyclic lactams undergo useful reactions, including reductive cleavage of the N-sulfonyl group, exo-syn-dihydroxylations, and lactam ring-opening to produce a variety of aminocyclitols.

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