85336-10-3Relevant academic research and scientific papers
Selective, Metal-Free Approach to 3- or 5-CF3-Pyrazoles: Solvent Switchable Reaction of CF3-Ynones with Hydrazines
Muzalevskiy, Vasiliy M.,Rulev, Alexander Yu.,Romanov, Alexey R.,Kondrashov, Evgeniy V.,Ushakov, Igor A.,Chertkov, Vyacheslav A.,Nenajdenko, Valentine G.
, p. 7200 - 7214 (2017/07/26)
A detailed study of the reaction of trifluoroacetylated acetylenes and aryl (alkyl) hydrazines was performed, aimed to the regioselective synthesis of 3- or 5-trifluoromethylated pyrazoles. It was found that the regioselectivity of reaction depends dramatically on the solvent nature. Highly polar protic solvents (hexafluoroisopropanol) favor the formation of 3-trifluoromethylpyrazoles. In contrast, when the reaction was performed in polar aprotic solvents (DMSO), the formation of their 5-CF3-substituted isomers was preferentially observed. Alternatively, the regioselective assembly of 3-CF3-substituted pyrazoles can be performed via two-step one-pot procedure. The reaction of trifluoromethylated ynones with aryl (alkyl) hydrazines in the presence of acidic catalysts leads to formation of the corresponding hydrazones. The latter can be smoothly transformed into 3-CF3-pyrazoles by treatment with a base. This solvent-switchable procedure was used for the preparation of such important drugs as Celebrex and SC-560 as well as their isomers in gram scale. The possible reaction mechanism is discussed.
DIHYDROPYRIDINONE MGAT2 INHIBITORS
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Paragraph 0424, (2016/10/08)
The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are monoacylglycerol acyltransferase type 2 (MGAT2) inhibitors which may be used as medicaments.
Dihydropyridinone MGAT2 inhibitors
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Paragraph 0461; 0462; 0463, (2016/10/09)
The present invention provides compounds of Formula (I): Formula (I) or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are monoacylglycerol acyltransferase type 2 (MGAT2) inhibitors which may be used as medicaments.
DIHYDROPYRIDINONE MGAT2 INHIBITORS FOR USE IN THE TREATMENT OF METABOLIC DISORDERS
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Page/Page column 55, (2015/11/02)
The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are monoacylglycerol acyltransferase type 2 (MGAT2) inhibitors which may be used as medicaments.
A new entry for the oxidation of fluoroalkyl-substituted methanol derivatives: Scope and limitation of the organoiodine(V) reagent-catalyzed oxidation
Tanaka, Yusuke,Ishihara, Takashi,Konno, Tsutomu
experimental part, p. 99 - 104 (2012/05/07)
Oxidation of various fluoroalkyl-substituted methanol derivatives under the influence of a catalytic amount of sodium 2-iodobenzenesulfonate and Oxone in CH3CN or CH3NO2 was investigated in detail. The efficiency of the newly developed oxidation was also evaluated by comparison to other oxidations, such as Dess-Martin, PDC, and Swern oxidation.
Kinetic resolution of fluorinated propargyl alcohols by lipase-catalyzed enantioselective transesterification
Ko, Sung-Jin,Lim, Jung Yun,Jeon, Nan Young,Won, Keehoon,Ha, Deok-Chan,Kim, Bum Tae,Lee, Hyuk
experimental part, p. 1109 - 1114 (2009/09/30)
In order to obtain optically active fluorinated propargyl alcohols, a lipase-catalyzed kinetic resolution has been carried out. The effect of lipase types, organic solvents, reaction temperature, and acyl donors was examined in the lipase-catalyzed transe
Fluorine-containing allenylpalladium complexes. Synthesis of optically active fluoroalkylated allenes and furan derivatives
Konno, Tsutomu,Tanikawa, Mitsuru,Ishihara, Takashi,Yamanaka, Hiroki
, p. 1421 - 1435 (2007/10/03)
The reaction of fluoroalkylated propargyl mesylates with various nucleophiles, such as zinc reagents and enolates derived from 1,3-dicarbonyl compounds, in the presence of a palladium catalyst was investigated in detail. Various zinc reagents participated
Addition of Organocuprates to Acetylenic Di- and Trifluoromethyl Ketones. Regiospecific Synthesis of β,β-Disubstituted Unsaturated Fluoro ketones
Lindermann, Russel J.,Lonikar, Madhu S.
, p. 6013 - 6022 (2007/10/02)
A regiospecific synthesis of β,β-disubstituted-α,β-unsaturated di- and trifluoromethyl ketones has been achieved by the conjugate addition of higher order cyano cuprate reagents to acetylenic di- and trifluoromethyl ketones.An efficient and reproducible s
