An Efficient Synthesis of New 7-Trifluoromethyl-2,5-disubstituted Pyrazolo[1,5-a]pyrimidines

作者：Jismy Badr; Allouchi Hassan; Guillaumet Gerald; Akssira Mohamed; Abarbri Mohamed^*

来源：Synthesis (Germany), 2018, 50(8): 1675-1686.

DOI：10.1055/s-0036-1591752

• fluorinated alkynes
• 7-trifluoromethylated pyrazolo[1
• 5-
• a
• ]pyrimidin-5-ones
• C-O bond activation
• trifluoromethylated pyrazolo[1
• 5-
• a
• ]pyrimidines
• biological interest

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.

• 出版日期2018-4