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A series of antipyrinyl-pyrazolo[1,5- a ]pyrimidines have been synthesized by reactions of aminopyrazole (4)   with various formylated active proton compounds in the presence of KHSO 4  (aqueous media), under ultrasound irradiation. The structures of the compounds have been established with the help of spectral and analytical data.  N -(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1 H -pyrazol-4-yl)-7-phenylpyrazolo[1,5- a ]pyrimidine-3-carboxamide (6a) was further subjected to X-ray crystallographic studies to avoid any ambiguity of the derived structures. Crystal data for compound 6a, C 51 H 46 N 12 O 5  ( M  =907.00 g/mol): triclinic, space group P-1 (no. 2),  a  = 9.9554(3) A,  b  = 14.0875(4) A,  c  = 17.4572(4) A,  α  = 79.676(2)°,  β  = 85.283(2)°,  γ  = 72.647(2)°,  V  = 2297.97(11) A 3 ,  Z  = 2,  T  = 296.15 K, μ(MoKα) = 0.088 mm -1 ,  Dcalc  = 1.311 g/cm 3 , 29732 reflections measured (4.174° ≤ 2Θ ≤ 57.068°), 10681 unique ( R  int  = 0.0400, R sigma  = 0.0533) which were used in all calculations. The final  R  1  was 0.0566 (I u003e 2σ(I)) and  wR  2  was 0.1663 (all data). The novel compounds were also screened for their biological activities.

Ultrasound assisted synthesis of pyrazolo[1,5-a]pyrimidine-antipyrine hybrids and their anti-inflammatory and anti-cancer activities