5400-60-2

Usage

InChI:InChI=1/C11H11FN2O/c1-8-7-11(15)14(13(8)2)10-5-3-9(12)4-6-10/h3-7H,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 371-14-2 4-fluorophenylhydrazine 
• 74-88-4 methyl iodide 
• 74-83-9 methyl bromide 
• 100553-83-1 2-(4-fluorophenyl)-5-methyl-2,4-dihydro-3H-pyrazol-3-one 
• 16860-64-3 1-(4-fluorophenyl)-3-methyl-5-pyrazolone 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 897665-84-8 4-chloro-2-(4-fluorophenyl)-1,5-dimethyl-1,2-dihydropyrazol-3-one 

Relevant academic research and scientific papers

Pd(ii)-Catalyzed alkyne annulation through allylic isomerization: synthesis of spiro-cyclopentadiene pyrazolones

The Pd(ii)-catalyzed activation of Csp2-H bond and double alkyne annulation which proceedsviaallylic isomerization is reported for the first time. This reaction of antipyrines with alkynes provides an efficient synthetic route for the biologically important spiro-cyclopentadiene pyrazolones. In the presence of Lawesson's reagent, this Pd(ii)-catalyzed annulation reaction affords another spiro-cyclopentadiene pyrazolone which displays very good fluorescence properties.

The selective condensation of pyrazolones to isatins in aqueous medium

The selective condensation of pyrazolones with isatins using water as the reaction medium is presented. This strategy provides an environmentally benign synthetic route to synthesize various potentially bioactive pyrazolone substituted oxindoles.

Copper-catalyzed acylation of pyrazolones with aldehydes to afford 4-acylpyrazolones

Copper-catalyzed direct acylation of the alkenyl C-H bond in 1,2-dihydro-3H-pyrazol-3-ones has been developed, affording a series of 4-acylpyrazolones in moderate to good yields. Notably, this protocol involves readily accessible substrates and reagents, which have good functional group tolerance leading to pyrazolone derivatives under mild reaction conditions.

An easy direct arylation of 5-pyrazolones

A mild, efficient and catalytic ligand-free method for the direct arylation of 5-pyrazolones by Pd-catalyzed C-H bond activation is reported. The process smoothly proceeds and yields are moderate to excellent.

New pyrazolones as 11b-HSD1 inhibitors for diabetes

Compounds of formula as well as pharmaceutically acceptable salts and esters thereof, wherein R1 to R4 have the significance given in claim 1 can be used in the form of pharmaceutical compositions.

Pyrazolone methylamino piperidine derivatives as novel CCR3 antagonists

The discovery and optimization of a novel class of potent CCR3 antagonists is described. Details of synthesis and SAR are given together with some ADME properties of selected compounds. An optimal balance between activities, physicochemical properties, and in vitro metabolic stability was reached by the proper choice of substituents.

PYRAZOLONE COMPOUNDS AS METABOTROPIC GLUTAMATE RECEPTOR AGONISTS FOR THE TREATMENT OF NEUROLOGICAL AND PSYCHIATRIC DISORDERS

Compounds of Formula (I), wherein R1, R2, R3, R4, R5, R6, X, and n are as defined for Formula (I) in the description, processes for the preparation of the compounds and new intermediates employed in the preparation, pharmaceutical compositions containing the compounds, and the use of the compounds in the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction.