title: Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides.
abstract: A simple and practical four-step protocol for the parallel synthesis of 7-heteroaryl-pyrazolo[1,5-[Formula: see text]]pyrimidine-3-carboxamides was developed. The synthesis starts with transformation of commercially available 2-acetylpyridine and acetylpyrazine with [Formula: see text] [Formula: see text]-dimethylformamide dimethylacetal into the corresponding [Formula: see text]-3-(dimethylamino)-1-(heteroaryl)prop-2-en-1-ones followed by cyclisation with methyl 5-amino-1[Formula: see text]-pyrazole-4-carboxylate to give methyl 7-heteroarylpyrazolo[1,5-[Formula: see text]]pyrimidine-3-carboxylates. Hydrolysis of the ester group and subsequent amidation of the so formed carboxylic acids with 12 primary and secondary aliphatic amines furnished a library of 24 title compounds in good overall yields and purity.
authors: Faculty of Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva 5, P.O. Box 537, 1000 , Ljubljana, Slovenia.
authors: Sizana
authors: S
authors: Ahmetaj
authors: Nina
authors: N
authors: Velikanje
authors: Uroš
authors: U
authors: Grošelj
authors: Ines
authors: I
authors: Šterbal
authors: Benjamin
authors: B
authors: Prek
authors: Amalija
authors: A
authors: Golobič
authors: Drago
authors: D
authors: Kočar
authors: Georg
authors: G
authors: Dahmann
authors: Branko
authors: B
authors: Stanovnik
authors: Jurij
authors: J
authors: Svete
mesh_terms: D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011720:Pyrazoles; D011743:Pyrimidines; C031280:pyrazole; C030986:pyrimidine
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