700351-23-1

Basic information

• Product Name: 5-(4-BROMOPHENYL)-3-PHENYL-7-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIMIDINE
• Synonyms: 5-(4-BROMOPHENYL)-3-PHENYL-7-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIMIDINE;TOSLAB 860735
• CAS NO: 700351-23-1
• Molecular Formula: C19H11BrF3N3
• Molecular Weight: 418.21
• Mol File: 700351-23-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(4-BROMOPHENYL)-3-PHENYL-7-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-BROMOPHENYL)-3-PHENYL-7-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIMIDINE(700351-23-1)
• EPA Substance Registry System: 5-(4-BROMOPHENYL)-3-PHENYL-7-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIMIDINE(700351-23-1)

Safety Data

• Hazardous Substances Data: 700351-23-1(Hazardous Substances Data)

Upstream product

• 18931-61-8 4,4,4-trifluoro-1-(4-bromophenyl)butane-1,3-dione 
• 5591-70-8 4-phenyl-1H-pyrazol-3-ylamine 
• 5841-70-3 phenyl(formyl)acetonitrile 
• 5467-74-3 4-Bromophenylboronic acid 

Relevant articles and documents

Efficient microwave-assisted Suzuki-Miyaura cross-coupling reaction of 3-bromo pyrazolo[1,5-: A] pyrimidin-5(4 H)-one: Towards a new access to 3,5-diarylated 7-(trifluoromethyl)pyrazolo[1,5- a] pyrimidine derivatives

A convenient and efficient synthetic route to C3-arylated 7-trifluoromethylpyrazolo[1,5-a]pyrimidin-5-one derivatives has been reported starting from 3-bromo-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-5-one through a Suzuki-Miyaura cross-coupling reaction. The arylation (heteroarylation) strategy can be performed using a wide variety of aryl and heteroaryl boronic acids and requiring a tandem catalyst XPhosPdG2/XPhos to avoid the debromination reaction. These optimized conditions were successfully extended to the synthesis of 7-, 8- and 9-arylated pyrimido[1,2-b]indazol-2-ones from their corresponding brominated starting materials. Furthermore, the second C-5 arylation of C3-arylated pyrazolo[1,5-a]pyrimidin-5-ones was achieved under standard Suzuki-Miyaura cross-coupling conditions, after activating the C-O bond of the lactam function with PyBroP, giving access to a small library of 3,5-diarylated 7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidines in good to excellent yields. The interest of this approach has been highlighted by the synthesis of a known anti-inflammatory agent. Additionally, a preliminary biological evaluation has revealed that a number of derivatives display micromolar IC50 values against monoamine oxidase B, an important target in the field of neurodegenerative disorders.

Synthesis and biological evaluation of 7-trifluoromethylpyrazolo[1,5-a]pyrimidines as anti-inflammatory and antimicrobial agents

A series of 2-H/methyl-3-phenyl-5-alkyl/aryl/heteroaryl-7-trifluoromethylpyrazolo[1,5-a]pyrimidines (4a-l) were synthesized by refluxing 3(5)-amino-4-phenyl-5(3)-H/methyl-1H-pyrazoles (1-2) with trifluoromethyl-?2-diketones (3a-f) in ethanol for 6 h. The