262609-07-4

Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL 2,4,6-TRIFLUOROPHENYL MALONATE is used as a precursor in the synthesis of various pharmaceuticals, leveraging its unique structural features to contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, DIETHYL 2,4,6-TRIFLUOROPHENYL MALONATE is utilized for its insecticidal and herbicidal properties, making it a valuable component in the formulation of pesticides and herbicides to protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
DIETHYL 2,4,6-TRIFLUOROPHENYL MALONATE serves as a versatile intermediate in organic synthesis, facilitating the creation of a range of fluorinated compounds that find applications in various chemical and industrial processes.
The specific applications and properties of DIETHYL 2,4,6-TRIFLUOROPHENYL MALONATE may vary depending on the context in which it is employed, highlighting its adaptability and importance across different fields.

InChI:InChI=1/C13H13F3O4/c1-3-19-12(17)11(13(18)20-4-2)10-8(15)5-7(14)6-9(10)16/h5-6,11H,3-4H2,1-2H3

Upstream product

• 123-91-1 1,4-dioxane 
• 2367-76-2 2,4,6-trifluorobromobenzene 
• 105-53-3 diethyl malonate 
• 918419-00-8 3,3-dichloro-2-(2,4,6-trifluoro-phenyl)-acrylicacidethylester 
• 141-52-6 sodium ethanolate 
• 64-19-7 acetic acid 
• 918418-36-7 diethyl 2-chloro-2-(2',4',6'-trifluorophenyl)malonate 

Downstream Products

• 849600-52-8 2-pyrazin-2-yl-5-(2,4,6-trifluorophenyl)pyrimidine-4,6-diol 
• 805227-98-9 2-methyl-6-(2,4,6-trifluorophenyl)-pyrazolo[1,5-a]pyrimidine-5,7-diol 
• 918419-01-9 Ethyl 3,3-Diethoxy-2-(2',4',6'-Trifluorophenyl)Acrylate 
• 214707-01-4 5,7-dihydroxy-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine 
• 214707-02-5 5,7-dichloro-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine 
• 1584642-07-8 (S)-5-chloro-6-(2,6-difluoro-4-(3-((2,2,2-trifluoroethyl)amino)propoxy)phenyl)-N-(1,1,1-trifluoropropan-2-yl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 249648-16-6 5-chloro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-amine 
• 1619924-38-7 C₂₄H₂₁ClF₅N₅O₄S 
• 1619924-31-0 (S)-5-azido-6-(2,4,6-trifluorophenyl)-N-(1,1,1-trifluoropropan-2-yl)[1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 585535-51-9 4,6-dichloro-2-(pyridin-2-yl)-5-(2,4,6-trifluorophenyl)pyrimidine 
• 849600-51-7 4,6-dichloro-2-(pyrazin-2-yl)-5-(2,4,6-trifluorophenyl)pyrimidine 
• 585535-50-8 C₁₅H₈F₃N₃O₂ 
• 1584642-13-6 6-chloro-5-(4-(3-(dimethylamino)propoxy)-2,6-difluorophenyl)-2-(pyridin-2-yl)-N-(2,2,2-trifluoroethyl)pyrimidin-4-amine 
• 585536-05-6 6-chloro-2-(pyridin-2-yl)-N-(2,2,2-trifluoroethyl)-5-(2,4,6-trifluorophenyl)pyrimidin-4-amine 

Relevant academic research and scientific papers

Evaluation of the Structure-Activity Relationship of Microtubule-Targeting 1,2,4-Triazolo[1,5- a]pyrimidines Identifies New Candidates for Neurodegenerative Tauopathies

Studies in tau and Aβ plaque transgenic mouse models demonstrated that brain-penetrant microtubule (MT)-stabilizing compounds, including the 1,2,4-triazolo[1,5-a]pyrimidines, hold promise as candidate treatments for Alzheimer's disease and related neurodegenerative tauopathies. Triazolopyrimidines have already been investigated as anticancer agents; however, the antimitotic activity of these compounds does not always correlate with stabilization of MTs in cells. Indeed, previous studies from our laboratories identified a critical role for the fragment linked at C6 in determining whether triazolopyrimidines promote MT stabilization or, conversely, disrupt MT integrity in cells. To further elucidate the structure-activity relationship (SAR) and to identify potentially improved MT-stabilizing candidates for neurodegenerative disease, a comprehensive set of 68 triazolopyrimidine congeners bearing structural modifications at C6 and/or C7 was designed, synthesized, and evaluated. These studies expand upon prior understanding of triazolopyrimidine SAR and enabled the identification of novel analogues that, relative to the existing lead, exhibit improved physicochemical properties, MT-stabilizing activity, and pharmacokinetics.

A new Knoevenagel-type synthesis of fully substituted γ- hydroxybutenolides

The synthesis of fully substituted γ-hydroxybutenolides is possible by a Knoevenagel-type ring condensation of α-methyleneketones and α-ketoesters under basic conditions. This novel transformation allowed the preparation of di-aryl/heteroaryl substituted hydroxyfuranones, such as 20 and 27, which are important intermediates for pyridazine fungicides. As it turned out, a whole range of different substituents, such as alkyl, cycloalkyl, aryl, heteroaryl and ester groups could be linked to the butenolide scaffold, demonstrating the broad scope of the novel cyclization.

Method for the production of substituted 2-aryl malonic acid esters

The present invention relates to a process for preparing substituted 2-arylmalonic esters of the general formula I in which R is C1-C6-alkyl or C1-C4-alkoxy-C1-C4-alkyl; Ar is phenyl or a heteroaromatic 5- or 6-membered ring; where each carbon atom present in the radicals mentioned above optionally carries a substituent RA; RA is F, Cl, CN, NO2, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, etc., or two adjacent substituents RA together with the carbon atoms to which they are attached form a ring; and where a malonic ester is reacted with a base and an aryl bromide in the presence of a copper salt, which comprises employing from 0.1 to 0.65 molar equivalents of the base per molar equivalent of the malonic ester.

Method For Production of Substituted Phenylmalonate Esters, Intermediate Compounds and The Use Thereof for production of 5, 7-dihydroxy-6-(2,4,5-trifluorophenyl)-(1,2,4)triazolo(1,5-A)pyrimidines

A process for preparing substituted phenylmalonic esters of the formula I in which R is alkyl and Q is halogen, alkyl, alkoxy, haloalkyl or haloalkoxy and the index m is an integer from 1 to 5 comprising steps A) and B): A) halogenation of compounds of th

Method for Production of Substituted Phenylmalonate Esters, Novel Phenylmalonate Esters and Use Thereof

A process for preparing substituted phenylmalonic esters of the formula in which R is alkyl and Q is halogen, alkyl, alkoxy, haloalkyl or haloalkoxy and the index m is an integer from 1 to 5, where the groups Q can be identical or different if the index m is greater than 1, comprising steps A), B) and C): A) reaction of compounds of the formula II, in which the variables are as defined for formula I to give compounds of the formula III, B) conversion of the compounds of the formula III into ketals of the formula IV in which R′ is C1-C4-alkyl or benzyl, C) hydrolysis of the compounds of the formula IV to give compounds of the formula I; novel phenylmalonic ester derivatives, and their use as intermediates.

IMIDAZO(1,2-a)PYRIMIDINES AND FUNGICIDE COMPOSITIONS CONTAINING THE SAME

The imidazo[1,2-a]pyrimidines given by the following formula [I]: [wherein R1 and R2 represent a C1-C6 alkyl group optionally substituted by one or more selected from the group consisting of C1-C4 alkoxy group, C2-C8 dialkylamino gro

6-phenyl-pyrazolopyrimidines

6-Phenyl-Pyrazolopyrimidines of formula I wherein R1is alkyl, alkenyl, alkynyl, alkadienyl or haloalkyl, cycloalkyl, bicycloalkyl, phenyl, naphthyl, or 5- or 6-membered heterocyclyl, containing one to four nitrogen atoms or one to three nitroge

6-phenyl-pyrazolopyrimidines

6-Phenyl-Pyrazolopyrimidines of formula I wherein R1 is alkyl, alkenyl, alkynyl, alkadienyl or haloalkyl, cycloalkyl, bicycloalkyl, phenyl, naphthyl, or 5- or 6-membered heterocyclyl, containing one to four nitrogen atoms or one to three nitrog

Process for the preparation of halogenated phenylmaloates

A process for the preparation of dialkyl phenylmalonates of formula I, wherein R, R1, L1 and L2 have the meaning given in the claims which comprises treating an phenylbromide of formula II with a dialkyl malonate of formula III in an inert solvent in the presence of a base and a copper salt, wherein 1.0 mole of the phenylbromide of formula II is treated with the enolate obtained from 2.0 to 4.0 moles of the dialkyl malonate of formula III and 2.0 to 3.8 moles of the base.

Process for preparing halogenated phenylmalonates

A process for the preparation of dialkyl phenylmalonates of formula I, wherein R, R1, L1 and L2 have the meaning given in the claims, which comprises treating a phenylbromide of formula II with a dialkyl malonate of formul