877168-07-5

Usage

Common uses

Synthesis of pharmaceuticals and agrochemicals

Chemical structure

Pyrazole derivative with a phenyl group and two methyl groups attached to the nitrogen atom

Versatility

Building block for the creation of various organic compounds

Potential use

Intermediate in the production of drugs and other bioactive molecules

Biological activities

Antiviral and anticancer properties.

Upstream product

• 3524-32-1 5-Amino-1,3-dimethylpyrazole 
• 108-86-1 bromobenzene 
• 60-34-4 methylhydrazine 
• 10374-66-0 3-oxo-N-phenylbutanethioamide 

Relevant academic research and scientific papers

Palladium-catalyzed amino group arylation of 1,3-disubstituted 1H-pyrazol-5-amine based on Buchwald–Hartwig reaction

[Figure not available: see fulltext.] An efficient Pd-catalyzed C–N bond formation for the synthesis of different pyrazole derivatives using XPhos as a ligand and KOH as a base is presented. The developed procedure can be successfully applied for the synthesis of 5-N-aryl-1,3-disubstituted 1H-pyrazol-5-amines. Contrary to previously described procedures, this one proceeds in one step utilizing commercially available aminopyrazoles and aryl halides. Thus, a series of 5-N-aryl-1,3-disubstituted 1H-pyrazol-5-amines were obtained with satisfactory yields under optimized reaction conditions.

Synthesis and structural determination of 5-arylamino-1,3-dimethylpyrazoles

Treatment of 4-arylamino-4-thioxo-2-butanones with methylhydrazine in acetic acid gives 5-arylamino-1,3-dimethylpyrazoles which are readily halogenated in the 4 position. The thermal decomposition of 3-anilino-1,2,5- trimethyl-1H-pyrazolium chloride gives