149978-42-7Relevant articles and documents
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.
PYRAZOLE-SUBSTITUTED PYRROLIDINONES AS HERBICIDES
-
Page/Page column 29-30, (2020/12/11)
Disclosed are compounds of Formula (1), including all stereoisomers, N-oxides, and salts thereof, wherein Q is selected from the group consisting of and R1, R2, R3, Y, R4, R5, n, R6, W and
SULFONYLUREAS AND RELATED COMPOUNDS AND USE OF SAME
-
Page/Page column 140; 141, (2016/09/15)
ABSTRACT The present invention provides for certain sulfonyl ureas and related compounds which have advantageous properties and show useful activity in the inhibition of activation of the NLRP3 inflammasome. Such compounds are useful in the treatment of a wide range of disorders in which the inflammation process, or more specifically the NLRP3 inflammasome, have been implicated as being a key factor.
PYRIDAZINONE GLUCOKINASE ACTIVATORS
-
Page/Page column 44, (2009/10/30)
Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.
Substituted pyrazolypyrazoles and their use as herbicides
-
, (2008/06/13)
STR1 The invention relates to new pyrazolylpyrazoles of general formula (I) in which R1, R2, R3, R4 and R5 have the meanings given in the description, processes for their preparation as well as intermediates, and their use as herbicides.