586333-33-7

Basic information

• Product Name: 1H-Pyrazole, 5-(4-bromophenyl)-1-phenyl-3-(trifluoromethyl)-
• CAS NO: 586333-33-7
• Molecular Formula: C16H10BrF3N2
• Molecular Weight: 367.168
• Mol File: 586333-33-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole, 5-(4-bromophenyl)-1-phenyl-3-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole, 5-(4-bromophenyl)-1-phenyl-3-(trifluoromethyl)-(586333-33-7)
• EPA Substance Registry System: 1H-Pyrazole, 5-(4-bromophenyl)-1-phenyl-3-(trifluoromethyl)-(586333-33-7)

Safety Data

• Hazardous Substances Data: 586333-33-7(Hazardous Substances Data)

Usage

Heterocyclic organic compound

Contains a pyrazole ring

Substituents

4-bromophenyl and trifluoromethyl groups attached to the pyrazole ring

Uses

Building block for the synthesis of various pharmaceuticals and bioactive compounds in medicinal chemistry

Importance

Valuable target for research and synthesis in the pharmaceutical industry due to its specific chemical properties and potential applications in drug development.

Upstream product

• 18931-61-8 4,4,4-trifluoro-1-(4-bromophenyl)butane-1,3-dione 
• 100-63-0 phenylhydrazine 
• 59-88-1 phenylhydrazine hydrochloride 
• 766-96-1 4-bromo-1-ethynylbenzene 

Relevant articles and documents

Mild and Regioselective Synthesis of 3-CF3-Pyrazoles by the AgOTf-Catalysed Reaction of CF3-Ynones with Hydrazines

Gold- and silver-catalysed reactions of trifluoromethylated ynones with aryl (alkyl) hydrazines were investigated. The use of (THD-Dipp)AuOTf and AgOTf resulted in quick heterocyclization reactions to selectively give 3-CF3-pyrazoles. AgOTf was found to be the catalyst of choice, and various 3-CF3-pyrazoles were formed in up to 99 % isolated yield with high regioselectivity. The reaction has a broad scope: 3-CF3-pyrazoles with alkyl and aryl substituents as well as different functional groups can be prepared by this approach. The known pyrazole drugs Celebrex and SC-560 were efficiently prepared to demonstrate the utility of the method. Mechanistic investigations revealed that the reaction involves the formation of a hemiaminal as a key intermediate.

Synergic effects of ionic liquid and microwave irradiation in promoting trifluoromethylpyrazole synthesis

The synthesis of 5-trifluoromethyl-1-phenyl-1H-pyrazoles from the reactions of 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones [CF3C(O)CH=C(R 1)OR, where R = Me, Et; R1= H, Me, Bu, i-Bu, Ph, 4-MeC6H4, 4-FCsu

The reaction of aryl and heteroarylhydrazines with aryl-trifluoromethyl β-diketones

We report the results obtained when five aromatic or heteroaromatic hydrazines react with six β-diketones bearing trifluoromethyl and aryl substituents. Forty-two compounds have been isolated corresponding to two isomeric trifluoromethyl pyrazoles and the