14162-88-0

Usage

Uses

Used in Scientific Research:
3-Hydroxy-6-Methyl-2-pyridinecarboxylic acid is used as a research compound for its unique structural properties in the fields of chemistry and biochemistry. Its heterocyclic aromatic nature and specific functional groups make it a valuable tool for studying various chemical reactions and interactions.
Used in Chemical Synthesis:
In the chemical industry, 3-Hydroxy-6-Methyl-2-pyridinecarboxylic acid is used as a building block or intermediate in the synthesis of more complex organic compounds. Its versatile structure allows for the creation of a wide range of derivatives, which can be further utilized in various applications.
Used in Pharmaceutical Development:
Although there is limited data on its toxicity and potential effects on the human body, 3-Hydroxy-6-Methyl-2-pyridinecarboxylic acid may be used as a starting material in the development of new pharmaceutical compounds. Its unique structure could potentially lead to the discovery of novel drugs with specific therapeutic properties.
Used in Material Science:
3-Hydroxy-6-Methyl-2-pyridinecarboxylic acid may also find applications in material science, where its chemical properties could be harnessed to develop new materials with unique characteristics. For example, it could be used in the synthesis of advanced polymers or as a component in the development of new catalysts for industrial processes.

Upstream product

• 95109-37-8 3-methoxy-6-methyl-pyridine-2-carboxylic acid 
• 42097-42-7 3-hydroxy-2-hydroxymethyl-6-methylpyridine 
• 934-60-1 6-methyl-2-pyridinecarboxylic acid 
• 727736-69-8 3-hydroxy-6-methylpicolinonitrile 
• 1121-78-4 5-Hydroxy-2-methylpyridine 
• 24207-00-9 3-hydroxy-6-methylpyridine N-oxide 
• 856855-78-2 3-methoxy-2-methoxymethyl-6-methyl-pyridine 

Downstream Products

• 1121-78-4 5-Hydroxy-2-methylpyridine 
• 42097-42-7 3-hydroxy-2-hydroxymethyl-6-methylpyridine 

Relevant academic research and scientific papers

A tautomeric ligand enables directed C-H hydroxylation with molecular oxygen

Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/ pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to carboxylic acids. Infrared, x-ray, and computational analysis support a possible role of ligand tautomerization from monoanionic (L,X) to neutral (L,L) coordination in the catalytic cycle of aerobic carbon-hydrogen hydroxylation reaction. The conventional site selectivity dictated by heterocycles is overturned by this catalyst, thus allowing late-stage modification of compounds of pharmaceutical interest at previously inaccessible sites.

Method for synthesizing 3-hydroxy-2-picolinic acid and derivatives thereof

The invention discloses an effective synthesis method of 3-hydroxy-2-picolinic acid and derivatives thereof. The method comprises an oxidation reaction, a cyanation reaction and a hydrolysis reaction.According to the oxidation reaction, 3-hydroxypyridine as shown in a formula I and derivatives thereof are used as substrates, and under the condition that an aqueous hydrogen peroxide solution is used as an oxidizing agent, the reaction is performed in glacial acetic acid at 60 DEG C in a nitrogen environment to obtain an oxidation product as shown in a structural general formula II. According to the cyanation reaction, the compound II and trimethylsilyl cyanide are taken as substrates and mixed with dimethylaminoformyl chloride in an ice bath, and then the reaction is conducted in dichloromethane at room temperature in the nitrogen environment to obtain a cyanation product as shown in a structural general formula III. According to the hydrolysis reaction, with the product as shown in the formula III as a substrate, the reaction is conducted in ethanol at a temperature of 80 DEG C under the condition of an aqueous sodium hydroxide solution to obtain the 3-hydroxy-2-picolinic acid asshown in the structural general formula IV and the derivatives thereof. The method is relatively economical, reaction universality is good, gram-level preparation is easy to carry out, the whole process can be industrialized, and reaction conditions are green.

Oxidation of 3-hydroxy-6-methyl-2-pyridinemethanol by chromium(VI) in acidic aqueous media; kinetic and EPR studies

Kinetics of oxidation of 3-hydroxy-6-methyl-2-pyridinemethanol (hmpol) by CrVI at HClO4 was studied under the pseudo-first-order conditions. The hmpol oxidation products were the appropriate aldehyde (hmpal) and acid (hmpac) coordinated to the chromium(III). The linear dependence of the pseudo-first-order rate constant (kobs) on [hmpol] at 1.0 and 2.0 M HClO4 and a parabolic dependence of kobs on [H+] were established. The apparent activation parameters were determined from the second-order rate constants at 1.0 M HClO4. The presence of the CrII and CrIV intermediates was deduced, based on rate retardation effect caused by O2 and MnII respectively, whereas the presence of CrV was established by EPR. Some correlations between the structure and stability of intermediate chromium(V) complexes have been discussed from EPR spectra, recorded during the redox process.