2590-03-6

Upstream product

• 108-24-7 acetic anhydride 
• 1131-18-6 1-Phenyl-3-methyl-5-aminopyrazole 

Downstream Products

• 848997-74-0 N-[5-methyl-4-(4-nitro-phenylsulfanyl)-2-phenyl-2H-pyrazol-3-yl]-acetamide 
• 81933-75-7 1-phenyl-3-methyl-6-chloropyrazolo<3,4-b>pyridine-5-carbaldehyde 
• 81933-70-2 6-Chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine 
• 138164-50-8 1-Phenyl-3-methyl-5-(N,N-dimethylaminomethyleneamino)pyrazole 
• 58668-41-0 N'-(4-formyl-5-methyl-2-phenyl-2H-pyrazol-3-yl)-N,N-dimethyl-formamidine 
• 67834-26-8 N-ethyl-3-methyl-1-phenyl-1H-pyrazol-5-amine 
• 52217-39-7 1-phenyl-3-methylpyrazolo<3,4-d>pyrimidine 
• 77746-69-1 4-Cyclopenta-2,4-dienylidenemethyl-5-methyl-2-phenyl-2H-pyrazol-3-ylamine 
• 77746-95-3 3-Methyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine 5-oxide 
• 77746-67-9 N'-(4-Cyclopenta-2,4-dienylidenemethyl-5-methyl-2-phenyl-2H-pyrazol-3-yl)-N,N-dimethyl-formamidine 
• 105438-92-4 5-Ethylamino-3-methyl-4-nitroso-1-phenylpyrazole 
• 105438-49-1 5-Methyl-1-phenylimidazo<4,5-c>pyrazole 
• 52217-35-3 5-amino-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde 
• 77747-03-6 C₁₅H₁₉N₇S 

Relevant academic research and scientific papers

Chiral Phosphoric Acid-Catalyzed Enantioselective Synthesis of Pyrazole-Based Unnatural α-Amino Acid Derivatives

An enantioselective synthesis of unnatural pyrazole-based α-chiral amino acid derivatives from the asymmetric reaction of N-aryl-5-aminopyrazoles with β,γ-alkynyl-α-imino esters using a chiral spirocyclic phosphoric acid catalyst was developed. Using the established methodology, various pyrazole-based α-amino acid derivatives with tetrasubstituted carbon stereocenters were obtained in 67–98% yields and with 73–99% enantioselectivities. The NH2 functionality in the corresponding products enables further transformations to a chiral thiourea and a lactam. (Figure presented.).

Synthesis of newly substituted pyrazoles and substituted pyrazolo[3,4-b]pyridines based on 5-amino-3-methyl-1-phenylpyrazole

The reaction of the aminopyrazole 1 with benzenesulfonyl chloride, arenediazonium salt, chloroacetyl chloride, ethoxy methyleneamlononitrile and with ethyl 2-cyano-3-ethoxyacrylate gave the substituted 3-methyl-1- phenylpyrazole 2-5a,b. Compound 5b was cy

A NEW ROUTE TO THE SYNTHESIS OF IMIDAZOPYRAZOLES

A new synthesis of imidazopyrazoles, obtained through cyclisation of 4-nitroso-5-alkylamino-pyrazoles, is described.

VILSMEIER-HAACK REACTION OF 5-AMINO- AND 5-ACYLAMINO-PYRAZOLES

The Vilsmeier-Haack reaction of 5-aminopyrazole derivatives 1 was investigated in view of contradictory literature reports.Structure 2 of the products was proved both chemically and spectroscopically.The mechanism of the reaction was postulated on the basis of isolated intermediates 7 and 8. 5-Acylaminopyrazoles 9, 10 and 11 were found to give also 2 (and 7) under the Vilsmeier conditions by an acyl splitting reaction, proceeding probably via diacylamino derivatives 12.Compounds 2 provided a simple route to pyrazolopyrimidine derivatives 13 and 14 as well as to azomethine compounds 15-18.