13466-41-6

Basic information

• Product Name: 2-Hydroxy-4-methylpyridine
• Synonyms: 2-HYDROXY-4-PICOLINE;4-METHYL-2(1H)-PYRIDINONE;4-METHYL-2(1H)-PYRIDONE;4-METHYL-PYRIDIN-2-OL;4-METHYL-2-PYRIDINOL;4-METHYL-2-PYRIDONE;2-HYDROXY-4-METHYLPYRIDINE 97%;2-Hydroxy-4-Piocoline
• CAS NO: 13466-41-6
• Molecular Formula: C₆H₇NO
• Molecular Weight: 109.13
• EINECS: -0
• Product Categories: Pyridine;Pyridine Series;pharmacetical;Pyridines;Heterocycle-Pyridine series
• Mol File: 13466-41-6.mol
• Article Data: 18

Chemical Properties

• Melting Point: 131-134 °C(lit.)
• Boiling Point: 186-187 °C12 mm Hg(lit.)
• Flash Point: 186-187°C/12mm
• Appearance: off-white to light brown crystalline powder
• Density: 1.1143 (rough estimate)
• Refractive Index: 1.5444 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: pK1:4.529(＋1) (25°C)
• BRN: 107082
• CAS DataBase Reference: 2-Hydroxy-4-methylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-4-methylpyridine(13466-41-6)
• EPA Substance Registry System: 2-Hydroxy-4-methylpyridine(13466-41-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-37/39-36-22
• WGK Germany: 3
• Hazardous Substances Data: 13466-41-6(Hazardous Substances Data)

Usage

Chemical Properties

off-white to light brown crystalline powder

Uses

2-Hydroxy-4-methylpyridine is an intermediate used to prepare oxobenzopyrancarboxylate derivatives as inhibitors of serine proteases and human leukocyte elastase. It is also used in the synthesis of (indanylamino)(pyridinyloxy)pyrazines and analogs as corticotropin releasing factor type-1 receptor antagonists.

Upstream product

• 3435-25-4 4-methyl-6-chloropyrimidine 
• 100-42-5 styrene 
• 75-91-2 tert.-butylhydroperoxide 
• 62022-05-3 4-(tert-butylperoxy)-6-methylpyrimidine 
• 4926-28-7 2-Bromo-4-picoline 
• 108-89-4 picoline 
• 108168-80-5 4-methylpyridin-2-yl acetate 
• 79917-38-7 4-methyl(2-nitroso)pyridine 
• 33245-30-6 4-methyl-2-nitraminopyridine 
• 83766-90-9 4-methyl-2-ethoxypyridine 
• 461-87-0 2-fluoro-4-methylpyridine 
• 695-34-1 2-Amino-4-methylpyridine 
• 142-08-5 2-Pyridone 
• 74-88-4 methyl iodide 

Downstream Products

• 188554-13-4 2-hydroxypyridine-4-carboxaldehyde 
• 3678-62-4 2-chloro-4-picoline 
• 1189543-25-6 C₁₆H₁₈N₂O₂ 
• 1198744-80-7 5-(4-(((1S)-1-methyl-2-(2-((1-methylethyl)oxy)pyridin-4-yl)ethyl)oxy)phenyl)isoxazol-3-ol sodium salt 
• 53179-13-8 Pirfenidone 
• 59273-16-4 5-hydroxy-4-methyl-2-pyridone 
• 4926-28-7 2-Bromo-4-picoline 
• 188554-13-4 2-oxo-1,2-dihydropyridine-4-carbaldehyde 
• 102157-38-0 [1-(3,4-dimethoxy-phenethyl)-2-oxo-1,2-dihydro-[4]pyridyl]-pyruvic acid ethyl ester 
• 101719-66-8 [1-(3,4-dimethoxy-phenethyl)-2-oxo-1,2-dihydro-[4]pyridyl]-acetic acid methyl ester 
• 109156-86-7 [1-(3,4-dimethoxy-phenethyl)-2-oxo-[4]piperidyl]-acetic acid 
• 101585-58-4 [1-(3,4-dimethoxy-phenethyl)-2-oxo-1,2-dihydro-[4]pyridyl]-acetic acid 
• 102336-07-2 3-(2-methoxypyridin-4-yl)propanoic acid 
• 100848-70-2 2-methoxy-4-methyl-pyridine 

Relevant articles and documents

Interplay of method development and mechanistic studies - From aerobic oxidative coupling to radical reactions via alkenyl peroxides

This account summarizes how scientific advances were made in the authors' research group by combining method development in organic synthesis with detailed mechanistic studies. The discovery of an unexpected autoxidative coupling reaction led, by virtue of an ever increased understanding of its mechanism, to a strategy for green C-H functionalization reactions, novel modes of radical generation, addition reactions of ketones to alkenes and new insights into an old reaction, the Baeyer-Villiger oxidation. 1 Introduction 2 Aerobic Oxidative Coupling Reactions with Benzylic C-H Bonds 2.1 The Autoxidative Coupling with Xanthene 2.2 With a Little Help from Light - CHIPS 2.3 Related Autoxidative Coupling Reactions 3 How Does the Autoxidative Coupling Work? 3.1 An Excursion: Formation of Alkenyl Peroxides from Criegee Intermediates in the Atmosphere 3.2 How do Alkenyl Peroxides Form in Solution? Meet Criegee Again 3.3 The Full Mechanism of the Autoxidative Coupling Reaction 4 Previous Indications for Solution Chemistry of Alkenyl Peroxides 4.1 What Might Alkenyl Peroxides be Good for? 5 Concluding Remarks.

Asymmetric Homogeneous Hydrogenation of 2-Pyridones

An asymmetric homogeneous hydrogenation of 2(1H)-pyridones has been developed, using a ruthenium complex bearing two chiral N-heterocyclic carbene (NHC) ligands. To the best of our knowledge, the presented reaction is the first example of a homogeneous asymmetric conversion of 2-pyridones into the corresponding enantioenriched 2-piperidones.

PROCESS FOR PRODUCTION OF 2-HYDROXY-4-SUBSTITUTED PYRIDINES

A process for preparing a 2-hydroxy-4-substituted pyridine compound using a microbiological method, a novel microorganism, and a novel compound are provided. According to the process, a function of a microorganism or a product obtained therefrom is exerted on a 4-substituted pyridine of the general formula (1): wherein R is a methyl group, a carboxyl group, a carbamoyl group, a hydroxyiminomethyl group or a cyano group, to obtain the corresponding 2-hydroxy-4-substituted pyridine compound. The novel microorganisms are the Delftia species YGK-A649 (FERM BP-10389), Delftia species YGK-C217 (FERM BP-10388), or Acidovorax species YGK-A854 (FERM BP-10387) and the novel compound is a 2-hydroxy-4-pyridinaldoxime.