An Efficient Synthesis of New 7-Trifluoromethyl-2,5-disubstituted Pyrazolo 1,5-a pyrimidines
Résumé
A novel two-step synthesis of trifluoromethylated 3,5-disubstituted pyrazolo[1,5- a ]pyrimidines is reported from 3-aminopyrazoles and ethyl 4,4,4-trifluorobut-2-ynoate. The synthetic route begins with the one-pot synthesis of 7-trifluoromethylated pyrazolo[1,5- a ]pyrimidin-5-ones by condensation of 3-aminopyrazoles with a fluorinated alkyne. The products obtained are used as building blocks to synthesize directly, with excellent yields via C-O bond activation, a library of new fluorinated 3,5-disubstituted pyrazolo[1,5- a ]pyrimidines of biological interest. This operation efficiently allows C-C, C-N and C-S bond formation.
Mots clés
fluorinated alkynes
7-trifluoromethylated pyrazolo[1
]pyrimidin-5-ones
C-O bond activation
trifluoromethylated pyrazolo[1
]pyrimidines
biological interest
cyclin-dependent kinase
aryl boronic acids
regioselective synthesis
medicinal chemistry
pyrazolo<1,5-a>pyrimidine
derivatives
combinatorial synthesis
receptor antagonists
alpha-aminoazoles
drug discovery
Chemistry