J. Svete, Luka Šenica, Nejc Petek
2015
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Influential Citations
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Journal
Acta Chimica Slovenica
Abstract
A series of ( S )-1-(pyrimidin-4-yl)-, and regioisomeric ( S )-1-(pyrazolo[1,5- a ]pyrimidin-7-yl)-, and ( S )-1-(pyrazolo[1,5- a ]pyrimidin-5-yl)ethan-1-amines were prepared by cyclisation of ( S )- N -Boc-alanine-derived ynone with N,N -1,3-dinucleophiles, such as amidines and α -aminoazoles, followed by acidolytic removal of the Boc group. Stereoselective catalytic hydrogenation of ( S )-1-(pyrazolo[1,5- a ]pyrimidin-7-yl)ethanamines lead to saturation of the pyrimidine ring to afford ~4:1 mixture of diastereomeric 4,5,6,7-tetrahydropyrazolo[1,5- a ]pyrimidines. The structures of novel compounds were elucidated with NMR.