Synthesis of New Pyrazolo[1,5-a]pyrimidines by Reaction of β,γ-Unsaturated γ-Alkoxy-α-keto Esters with N-Unsubstituted 5-Aminopyrazoles
Oleksandr O. Stepaniuk, Vitalii O. Matviienko, Ivan S. Kondratov*, Igor V. Vitruk, Andrei O. Tolmachev
*Institute of Bioorganic Chemistry and Petrochemistry,
National Ukrainian Academy of Science, Murmanska 1, 02660 Kyiv-94, Ukraine, Email:
vanya_komail.ru
O. O. Stepaniuk, V. O. Matviienko, I. S. Kontratov, I. V. Vitruk, A. O. Tolmachev, Synthesis, 2013, 45, 925-930.
DOI: 10.1055/s-0032-1318329
Abstract
The reaction of β,γ-unsaturated γ-alkoxy-α-keto esters with 5-aminopyrazoles proceeds with high regioselectivity to yield new pyrazolo[1,5-a]pyrimidines bearing an ester function in the 7-position. The obtained drug-like compounds have a great potential for medicinal chemistry as they closely resemble the structure of several marketed pharmaceuticals.
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Key Words
heterocycles, esters, regioselectivity, pyrazolo[1,5-a]pyrimidines, 5-aminopyrazoles, benzo-fused N-heterocycles
ID: J66-Y2013-0730