50650-59-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-4-(trifluoromethyl)pyridine is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications, making it a valuable component in the medicinal chemistry field.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Hydroxy-4-(trifluoromethyl)pyridine is utilized as a key building block for the creation of novel agrochemicals. Its incorporation into these products can enhance their effectiveness in areas such as pest control, crop protection, and overall agricultural yield improvement.
Chemical Properties:
As a white solid, 2-Hydroxy-4-(trifluoromethyl)pyridine exhibits distinct chemical properties that make it suitable for a range of applications. Its stability and reactivity contribute to its usefulness in the synthesis of various compounds, particularly in the pharmaceutical and agrochemical sectors.

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

Upstream product

• 106447-97-6 2-amino-4-(trifluoromethyl)pyridine 
• 81565-18-6 2-chloro-4-trifluoromethyl pyridine 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 120417-45-0 4-amino-1,1,1-trifluoro-3-butene-2-one 
• 22282-72-0 2-oxo-1,2-dihydropyridine-4-carboxylic acid 
• 75-77-4 chloro-trimethyl-silane 
• 59938-06-6 4-ethoxy-1,1,1-trifluoro-3-butene-2-one 
• 107-14-2 chloroacetonitrile 
• 5927-18-4 trimethyl phosphonoacetate 
• 1095142-51-0 C₆H₉F₃O₃ 
• 1095142-53-2 C₇H₁₃F₃O₄ 
• 1095142-55-4 C₈H₁₅F₃O₄ 
• 67-56-1 methanol 
• 354-32-5 trifluoracetyl chloride 

Downstream Products

• 121307-79-7 4-trifluoromethylpyridine-2(1H)-thione 
• 81565-18-6 2-chloro-4-trifluoromethyl pyridine 
• 390412-38-1 2,5-difluoro-4-[2-oxo-4-(trifluoromethyl)-1-(2H)-pyridinyl]benzonitrile 
• 109919-31-5 5-chloro-4-trifluoromethyl-2-pyridone 
• 109919-32-6 5-bromo-4-(trifluoromethyl)pyridin-2(1H)-one 
• 1449746-99-9 CYM-5491 
• 1105689-98-2 N-benzyl-4-methyl-2-(2-oxo-4-(trifluoromethyl)pyridin-1(2H)-yl)thiazole-5-carboxamide 
• 1544740-01-3 (5aR,6S,6aS)-ethyl 3-((3-(6-(2-hydroxy-2-methylpropoxy)-4-(trifluoromethyl)pyridin-3-yl) benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylate 
• 1544739-97-0 (5aR,6S,6aS)-3-((3-(6-(2-hydroxy-2-methylpropoxy)-4-(trifluoromethyl)pyridin-3-yl)benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid 
• 1544740-48-8 (5aR,6S,6aS)-ethyl 3-((2-fluoro-5-(6-((4-hydroxy-4-methylpentyl)oxy)-4-(trifluoromethyl)pyridin-3-yl) benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylate 
• 1544740-44-4 (5aR,6S,6aS)-3-((2-fluoro-5-(6-((4-hydroxy-4-methylpentyl)oxy)-4-(trifluoromethyl)pyridin-3-yl) benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid 

Relevant academic research and scientific papers

Discovery and characterization of a novel perylenephotoreductant for the activation of aryl halides

To develop a photocatalyst with catalytical activity for substrates with low reactivities is always highly desired. Herein, based on the principle of structure–property relationships, we rationally designed the natural product cercosporin, the naturally occurring perylenequinonoid pigment, to develop a novel organic perylenephotoreductant, hexacetyl reduced cercosporin (HARCP), through structural manipulation. Compared with cercosporin, HARCP shows prominent electrochemical and photophysical characteristics with greatly improved photoreductive activity, fluorescence lifetime and fluorescence quantum yield. These properties allowed HARCP as a powerful photoreductant to efficiently realize a series of benchmark reactions, including photoreduction, alkoxylation and hydroxylation to construct C–H and C–O bonds using aryl halides as substrates under mild conditions, all of which have never been achieved by the same photocatalyst. Thus, this study well supports the notion that the principle between structural manipulation and photocatalytic activity is of great significance to design customized photocatalysts for photoredox chemistry.

Deoxofluorination of (Hetero)aromatic Acids

Diverse trifluoromethyl-substituted compounds were synthesized by deoxofluorination of cinnamic and (hetero)aromatic carboxylic acids with sulfur tetrafluoride. The obtained products were used as starting materials in the preparation of novel fluorinated amino acids, anilines, and aliphatic amines - valuable building blocks for medicinal chemistry and agrochemistry.

ANTIDIABETIC TRICYCLIC COMPOUNDS

Novel compounds of the structural formula (I), and the pharmaceutically acceptable salts thereof, are agonists of G-protein coupled receptor 40 (GPR40) and may be useful in the treatment, prevention and suppression of diseases mediated by the G-protein-coupled receptor 40. The compounds of the present invention may be useful in the treatment of Type 2 diabetes mellitus, and of conditions that are often associated with this disease, including obesity and lipid disorders, such as mixed or diabetic dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.

ANTIDIABETIC TRICYCLIC COMPOUNDS

Novel compounds of the structural formula (I), and the pharmaceutically acceptable salts thereof, are agonists of G-protein coupled receptor 40 (GPR40) and may be useful in the treatment, prevention and suppression of diseases mediated by the G-protein-coupled receptor 40. The compounds of the present invention may be useful in the treatment of Type 2 diabetes mellitus, and of conditions that are often associated with this disease, including obesity and lipid disorders, such as mixed or diabetic dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.

COMPOUNDS AND METHODS FOR TREATING INFLAMMATORY AND FIBROTIC DISORDERS

Disclosed are compounds and methods for treating inflammatory and fibrotic disorders, including methods of modulating a stress activated protein kinase (SAPK) system with an active compound, wherein the active compound exhibits low potency for inhibition of the p38 MAPK; and wherein the contacting is conducted at a SAPK-modulating concentration that is at a low percentage inhibitory concentration for inhibition of the p38 MAPK by the compound. Also disclosed are derivatives and analogs of pirfenidone, useful for modulating a stress activated protein kinase (SAPK) system.

PROCESS FOR THE PREPARATION OF 4-TRIFLUOROMETHYL-2(1H)-PYRIDINONE

4-Trifluoromethyl-2(1H)-pyridinone is prepared from an alkyl vinyl ether and trifluoroacetyl chloride in a four step process.

PROCESS FOR THE PREPARATION OF PYRIDINE DERIVATIVES

Process for the preparation of substituted pyridine derivatives of formula (I) comprising reaction of a α-β-unsaturated carbonyl compound of formula (II) R3-C(O)-C(R1)=C(R2)-G with a Wittig reagent or Horner-Wadsworth-Emmons reagent in the presence of a base and optionally subsequent cyclization.

Process for the preparation of 4-trifluoromethyl-2(1H)-pyridinone

4-Trifluoromethyl-2(1H)-pyridinone is prepared by reaction of 4-alkoxy-1,1,1-trifluorobut-3-en-2-one or 4,4-dialkoxy-1,1,1-trifluorobutan-2-one with a trialkyl phosphonoacetate followed by cyclization.

Convenient approaches to 4-trifluoromethylpyridine

A number of approaches to the synthesis of 2-chloro-and 2,6-dichloro-4-trifluoromethylpyridine are described. The first method for 2-chloro-and 2,6-dichloro-4-trifluoromethylpyridine is based on commercially available ethyl trifluoroacetate. An alternative access to 2,6-dichloro-4-trifluoromethyl pyridine uses trifluoroacetaldehyde as starting material. 2-Chloro-4-trifluoromethylpyridine is prepared from ethyl(trifluoroacetylvinyl)ether in two steps.

Synthesis of novel analogues of marine indole alkaloids: Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines as potential anticancer agents

Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines were synthesized using Suzuki cross-coupling reaction between 2-chloro-4-trifluoromethylpyridine 9, 2,6-dichloro-4-trifluoromethylpyridine 6 or 2,6-dichloro-3-cyano-4-tri