33252-63-0

Basic information

• Product Name: 2-Hydroxy-5-trifluoromethylpyridine
• Synonyms: Hydroxy-5-(trifluoroMethyl)pyr;2-Hydroxy-5-(t;5-(Trifluoromethyl)pyridin-2-ylol;BUTTPARK 24\01-67;5-TRIFLUOROMETHYL-2-(1H)-PYRIDINONE;5-(TRIFLUOROMETHYL)-2(1H)-PYRIDONE;5-(TRIFLUOROMETHYL)-2-PYRIDINOL;2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE
• CAS NO: 33252-63-0
• Molecular Formula: C₆H₄F₃NO
• Molecular Weight: 163.1
• EINECS: 1592732-453-0
• Product Categories: blocks;Pyridines;Heterocyclic Series;Pyridine;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Fluorine series
• Mol File: 33252-63-0.mol

Chemical Properties

• Melting Point: 145-149 °C(lit.)
• Boiling Point: 286.815 °C at 760 mmHg
• Flash Point: 127.262 °C
• Appearance: White to beige/Crystalline Powder
• Density: 1.423 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.457
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO (Soluble), Ethanol (Sparingly), Methanol (Sightly)
• PKA: 9.55±0.10(Predicted)
• CAS DataBase Reference: 2-Hydroxy-5-trifluoromethylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-5-trifluoromethylpyridine(33252-63-0)
• EPA Substance Registry System: 2-Hydroxy-5-trifluoromethylpyridine(33252-63-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-65-20/21/22-20/21
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 33252-63-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Hydroxy-5-trifluoromethylpyridine is used as a synthetic building block for the creation of various organic compounds. Its unique structure allows for the development of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Hydroxy-5-trifluoromethylpyridine is used as a key intermediate in the synthesis of drugs. Its properties make it a valuable component in the development of new medications, particularly those targeting specific biological pathways.
Used in Catalyst Development:
2-Hydroxy-5-trifluoromethylpyridine is also utilized as a component in the development of catalysts. Its presence can enhance the efficiency of chemical reactions, making it a valuable asset in the field of catalysis.
Used in Molecular Recognition:
2-Hydroxy-5-trifluoromethylpyridine is employed in the field of molecular recognition, where its unique structure aids in the identification and binding of specific molecular targets. This application is crucial in the development of targeted therapies and diagnostic tools.
Used in Natural Product Synthesis:
2-Hydroxy-5-trifluoromethylpyridine is used as a synthetic building block in the creation of natural products. Its versatility allows for the synthesis of complex natural compounds, which can be used for various purposes, including pharmaceuticals and agrochemicals.

InChI:InChI=1/C6H4F3NO/c7-6(8,9)4-1-2-5(11)10-3-4/h1-3H,(H,10,11)

Upstream product

• 52334-81-3 2-chloro-5-trifluoromethylpyridine 
• 50488-42-1 2-bromo-5-(trifluoromethyl)pyridine 
• 69045-78-9 2-chloro-5-(Trichloromethyl)-pyridine 
• 5006-66-6 6-hydroxy-3-pyridinecarboxylic acid 
• 1163304-58-2 [(pentamethylcyclopentadienyl)Ir(5-trifuloromethyl-2-pyridonate)Cl] 
• 1448448-07-4 5-(trifluoromethyl)pyridin-2-yl pivalate 
• 69045-82-5 2-fluoro-5-(trifluoromethyl)pyridine 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 
• 1365919-82-9 2-chloro-5-trifluoromethyl-pyridine 
• 76905-69-6 5-(trifluoromethyl)-2H-pyran-2-one 

Downstream Products

• 223690-12-8 2-(1-phenylsulfanyl-cyclopropoxy)-5-trifluoromethyl-pyridine 
• 913849-17-9 ethyl 2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoate 
• 76041-73-1 3-bromo-5-(trifluoromethyl)pyridin-2-ol 
• 33252-64-1 3-nitro-5-trifluoromethylpyridin-2-ol 
• 50549-24-1 5-(trifluoromethyl)piperidin-2-one 
• 76041-73-1 3-bromo-5-(trifluoromethyl)pyridin-2(1H)-one 
• 52334-81-3 2-chloro-5-trifluoromethylpyridine 
• 33252-64-1 3-nitro-5-(trifluoromethyl)pyridin-2(1H)-one 
• 796119-23-8 2-{2-[4-(3-chloro-2-methoxy-5-triisopropylsilanyloxy-phenyl)-thiazol-2-yl]-ethoxy}-5-trifluoromethyl-pyridine 
• 1159599-02-6 2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-trifluoromethyl-pyridine 
• 1141896-55-0 C₂₅H₃₀F₃N₃O 
• 321970-36-9 5-(trifluoromethyl)pyridin-2-yl 4-methylbenzenesulfonate 
• 923801-93-8 1-tosyl-5-(trifluoromethyl)pyridin-2(1H)-one 
• 1268698-61-8 4-((5-(trifluoromethyl)pyridin-2-yl)oxy)phthalonitrile 

Relevant articles and documents

Novel process for synthesizing cyproconazole intermediate alpha ketone

The invention relates to a novel process for synthesizing cyproconazole intermediate alpha ketone, which comprises the steps of reacting a metered potassium hydroxide aqueous solution with 2-fluorine-5-trifluoromethylpyridine, neutralizing with sulfuric acid, filtering, washing, drying to obtain trifluoropyridinol, and reacting DMF, trifluoropyridinol, methyl o-chloromethylphenylacetate and sodiumhydroxide to obtain ether ester; then reacting toluene, ether ester, methyl formate and sodium hydroxide for desolvation to obtain enol; and finally reacting dichloromethane, enol, dimethyl sulfate and sodium hydroxide, filtering and drying to obtain a finished picoxystrobin product, so that the whole reaction condition is mild, the operation is simple, the method is a relatively ideal industrialsynthesis route, the total synthesis yield reaches 65% or above, and the product content reaches 97%.

Synthetic method of renal fibrosis resistant medicine 1-(substituted benzyl)-5- trifluoromethyl-2(1H)-pyridone hydrochloride

The invention relates to a synthetic method of a renal fibrosis resistant medicine 1-((4-(4-methyl piperazine-1-yl)amino)benzyl-5-trifluoromethyl-2(1H)-ketone hydrochloride(ZHC-116 hydrochloride). According to the invention, 2-chloro-5-trifluoromethylpyri

A for the synthesis of anti-cancer auxiliary drug pyridine medical process for the preparation of intermediates

The invention relates to the field of medical chemistry and discloses a method for synthesizing a pyridine medical intermediate, namely 2-bromo-3-chloro-5-trifluoromethyl pyridine, for synthesizing anti-cancer auxiliary medicines. The method comprises the following steps of: (1) reacting 6-hydroxynicotinic acid, hydrofluoric acid and sulfur tetrafluoride at the temperature of between 100 and 120DEG C and under the pressure of 0.1-0.3MPa, and adding water to obtain 2-hydroxy-5-trifluoromethyl pyridine; (2) reacting with N-chlorosuccinimide, and performing water precipitation to obtain 3-chloro-5-trifluoromethyl-2-hydroxypyridine; and (3) adding excessive phosphorus oxybromide, reacting at the temperature of between 145 and 160DEG C for 5 to 8 hours, cooling, violently stirring at the temperature of between -5 and 0DEG C, extracting, combining organic phases, drying, filtering, performing spin drying, and purifying by using a silica gel column. According to the method, raw materials are readily available, the cost is low, the method is suitable for industrial production and the yield exceeds 38 percent.

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.

Synthesis of the N-substituted pyridin-1(2H)-one framework by ligand-assisted Pd-catalyzed reactions

An efficient Pd-catalyzed method for the synthesis of N-substituted pyridin-1(2H)-ones was developed. The corresponding derivatives, which can be found in numerous biologically active compounds, were obtained in good to excellent yields. A possible mechanism for this reaction is discussed. An efficient ligand-assisted palladium-catalyzed approach for the straightforward synthesis of the pyridin-2(1H)-one framework was developed. This method provides one of the easiest pathways to access this class of valuable compounds from easily available starting materials (2-chloropyridines). A possible mechanism for this reaction is discussed. Copyright

Synthesis and structure-activity relationship of 5-substituent-2(1H)- pyridone derivatives as anti-fibrosis agents

Pyridone compounds, such as pirfenidone (PFD) and fluorofenidone (AKF-PD), are multi-target anti-fibrotic agents. Using PFD and AKF-PD as the leading compounds, two series of novel (5-substituent)-2(1H)-pyridone compounds were synthesized with the purpose of maintaining multi-targeting property and overcoming the drawbacks of fast metabolism. These derivatives demonstrated good proliferation inhibiting activity against NIH3T3 cells by MTT assay with AKF-PD as the positive control. Compound 5b exhibited a high potent of anti-fibrosis with a IC50 of 0.08 mmol/L about 34 times of AKF-PD. The SAR of pyridone derivatives as anti-fibrosis agents was also discussed.

Homogeneous catalytic system for reversible dehydrogenation-hydrogenation reactions of nitrogen heterocycles with reversible interconversion of catalytic species

(Chemical Equation Presented) The first homogeneous catalytic system forthe efficient reversible dehydrogenation-hydrogenation reactions of nit rogen heterocycles in one flask has been developed using the pyridonate Cp*Ir complex as the single catalyst at relatively low temperature. The reversible catalytic reactions proceed with the reversible interconversion of catalytic species and can be nearly quantitatively repeated five times with almost no loss of efficiency. The remarkable feature of the present homogeneous catalytic system is that the reversible dehydrogenation-hydrogenation reactions proceed with the reversible interconversion ofthe catalytic species, depending on the absence or presence of hydrogen .

Synthesis of 2(1H)-pyridones from 2H-pyran-2-ones

5-Substituted and 4,5-disubstituted 2(1H)-pyridones (13 examples) with formyl, acyl, alkoxycarbonyl, and trifluoromethyl groups in the 5 position were prepared in 16-97% yield by amination of the corresponding 2H-pyran-2-ones with hexamethyldisilazane or alkyl(trimethylsilyl)amines.

SOME NEW 2-SUBSTITUTED 5-TRIFLUOROMETHYLPYRIDINES

The preparation of the derivatives of 2-amino-, hydrazino-, hydroxy-, and mercapto-5-trifluoromethylpyridines via 2-chloro precursors is describes.Experimental and spectral data of the products together with those of the precursors are presented.

Processes for preparing 2-chloro-5-trifluoromethylpyridine

One process comprises the step of reacting an amount of 5-carboxy-2-pyridone directly with both a suitable chlorinating agent and a suitable fluorinating agent to selectively transform both the 5-carboxy group and the 2-positioned oxygen function of the ring. A second process comprises the steps of reacting an amount of 5-carboxy-2-pyridone with a suitable fluorinating agent to selectively transform the 5-carboxy group without altering the 2-positioned oxygen function of the ring and reacting the 5-trifluoromethyl-2-pyridone thereby formed with a suitable chlorinating agent to cause 2-chloro-5-trifluoromethylpyridine to form. A third process comprises the steps of reacting an amount of a 5-carboxy-2-pyrone compound with a suitable fluorinating agent to selectively transform the 5-carboxy group without altering the 2-positioned oxygen function of the ring, reacting the 5-trifluoromethyl-2-pyrone compound thereby formed with an ammonia-containing agent in the presence of a caustic material to cause 5-trifluoromethyl-2-pyridone to form, and reacting the 5-trifluoromethyl-2-pyridone thereby formed with a suitable chlorinating agent to cause 2-chloro-5-trifluoromethylpyridine to form.