154471-65-5Relevant academic research and scientific papers
Practical synthetic method for functionalized 1-methyl-3/5-(trifluoromethyl)-1H-pyrazoles
Tairov, Maxim A.,Levchenko, Vitalina,Stadniy, Ivan A.,Dmytriv, Yurii V.,Dehtiarov, Serhii O.,Kibalnyi, Mykola O.,Melnyk, Anton V.,Veselovych, Stanislav Y.,Borodulin, Yurii V.,Kolotilov, Sergey V.,Ryabukhin, Sergey V.,Volochnyuk, Dmitriy M.
, p. 2619 - 2632 (2020/12/29)
A new, high-yielding, and practical method for synthesis of 1-methyl-3-(trifluoromethyl)-1H-pyrazole and 1-methyl- 5-(trifluoromethyl)-1H-pyrazole, key intermediates for important building blocks relevant to medicinal and agrochemistry, is developed. A one-step procedure for synthesis of the regioisomeric mixture of target pyrazoles was proposed starting from 4-ethoxy- 1,1,1-trifluoro-3-buten-2-one. The procedure for separation of this mixture was elaborated on the basis of the boiling point vs pressure diagram analysis. The efficient synthetic strategies for regioisomeric building blocks bearing CF3 groups at the 3rd and 5th positions were demonstrated. A set of 1-methyl-3-(trifluoromethyl)-1H-pyrazoles containing such a functional group as aldehyde, acid, boron pinacolate, lithium sulfinate, and sulfonyl chloride was synthesized based on lithiation of 1-methyl-3-(trifluoromethyl)- 1H-pyrazole in a flow reactor. Bromination of both 1-methyl-3-(trifluoromethyl)-1H-pyrazole and 1-methyl-5-(trifluoromethyl)-1Hpyrazole by NBS in mild conditions was performed. The introduction of the functional group at the 4th position of 1-methyl-5- (trifluoromethyl)-1H-pyrazole was illustrated by the optimized synthesis of the corresponding aldehyde and acid based on the Br-Li exchange in an appropriate bromide. Alternatively, the introduction of the functional group (acid and boron pinacolate) at the 5th position of 1-methyl-5-(trifluoromethyl)-1H-pyrazole was performed based on the direct ortho-metalation (DoM) reaction of 4- bromo-1-methyl-5-(trifluoromethyl)pyrazole followed by catalytic reductive debromination.
Method for preparing heterocyclic small molecule compound
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Paragraph 0049; 0050; 0055; 0057, (2019/10/01)
The invention belongs to the field of medical chemistry, particularly belongs to the field of organic synthesis in medical chemistry, and more particularly relates to a preparation method of a heterocyclic small molecule compound. According to the preparation method, vinyl ethyl ether is used as a raw material, and a target compound, trifluoromethylpyrazole borate, is obtained through four steps.The product is an important building block in drug research, development and synthesis, and the industrial preparation method of the product can provide guarantee for subsequent in-depth research anddevelopment. Therefore, the invention is beneficial to research and development of related drug synthesis.
Preparation methods for pyrazole compound
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Paragraph 0055; 0056; 0057, (2017/08/30)
The invention discloses preparation methods for a pyrazole compound. The preparation methods include a method A and a method B. The method A comprises a step of subjecting a compound as shown in a formula (II-A) which is described in the specification and a compound as shown in a formula (III) which is described in the specification to a cyclization reaction in a solvent so as to obtain a compound as shown in a formula (I) which is described in the specification. The method B comprises a step of subjecting a compound as shown in a formula (II-B) which is described in the specification and the compound as shown in the formula (III) which is described in the specification to a cyclization reaction in a solvent so as to obtain the compound as shown in the formula (I) which is described in the specification. The preparation methods use cheap and easily available raw materials, are low in production cost, mild in reaction conditions, simple to operate, high in yield and purity of the target compound, green and environment-friendly, and more suitable for industrial production.
4-Methylsulfonyl-Substituted Piperidine Urea Compounds
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Paragraph 0179-0180, (2016/09/26)
The present invention provides novel 4-methylsulphone-substituted piperidine urea compounds that are useful for the treatment of dilated cardiomyopathy (DCM) and conditions associated with left and/or right ventricular systolic dysfunction or systolic reserve. The synthesis and characterization of the compounds is described, as well as methods for treating DCM and other forms of heart disease.
Ionic Liquids, Method for manufacturing thereof, and Electrochemical Devices Comprising the Same
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Page/Page column 6; 10, (2013/12/02)
The present invention concerns ionic liquids comprising at least one pyrazolium cation which are substituted by at least one fluorine atom and at least one anion obtainable from 4-ethoxy-1,1,1-trifluoro-3-butene-2-one (ETFBO). The ionic liquids according to the present invention can be used as electrolytes for electrochemical and/or optoelectronic devices.
IONIC LIQUIDS, METHOD FOR MANUFACTURING THEREOF, AND ELECTROCHEMICAL DEVICES COMPRISING THE SAME
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Page/Page column 10, (2013/12/03)
The present invention concerns ionic liquids comprising at least one pyrazolium cation which are substituted by at least one fluorine atom and at least one anion obtainable from 4-ethoxy- 1,1,1 -trifluoro-3-butene-2-one (ETFBO). The ionic liquids accordin
PARAMYXOVIRUS FAMILY INHIBITORS AND METHODS OF USE THEREOF
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Page/Page column 4; 11, (2011/07/08)
Embodiments of the present disclosure include methods for identifying a compound or compounds useful as therapeutic agents in the treatment of paramyxovirus infections, compounds for the treatment of measles, and high throughput screening methods for iden
HYDRAZIDE COMPOUND AND PESTICIDAL USE OF THE SAME
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Page/Page column 485-486, (2008/06/13)
A hydrazide compound represented by the formula (1): has excellent pesticidal activity.
Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators
Lahm, George P.,Selby, Thomas P.,Freudenberger, John H.,Stevenson, Thomas M.,Myers, Brian J.,Seburyamo, Gilles,Smith, Ben K.,Flexner, Lindsey,Clark, Christopher E.,Cordova, Daniel
, p. 4898 - 4906 (2007/10/03)
A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery, synthesis, structure-activity, and biological results are presented.
