Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides
Publication type: Journal Article
Publication date: 2013-08-22
scimago Q2
wos Q2
SJR: 0.646
CiteScore: 8.5
Impact factor: 3.8
ISSN: 13811991, 1573501X
PubMed ID:
23975596
Catalysis
Organic Chemistry
Drug Discovery
Inorganic Chemistry
Physical and Theoretical Chemistry
Molecular Biology
General Medicine
Information Systems
Abstract
A simple and practical four-step protocol for the parallel synthesis of 7-heteroaryl-pyrazolo[1,5- $$a$$ ]pyrimidine-3-carboxamides was developed. The synthesis starts with transformation of commercially available 2-acetylpyridine and acetylpyrazine with $$N,$$ $$N$$ -dimethylformamide dimethylacetal into the corresponding $$(E)$$ -3-(dimethylamino)-1-(heteroaryl)prop-2-en-1-ones followed by cyclisation with methyl 5-amino-1 $$H$$ -pyrazole-4-carboxylate to give methyl 7-heteroarylpyrazolo[1,5- $$a$$ ]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.
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Total citations:
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Citations from 2024:
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(9.09%)
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GOST
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Ahmetaj S. et al. Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides // Molecular Diversity. 2013. Vol. 17. No. 4. pp. 731-743.
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Ahmetaj S., Velikanje N., Grošelj U., Sterbal I., Prek B., Golobič A., Kocar D., Dahmann G., Stanovnik B., Svete J. Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides // Molecular Diversity. 2013. Vol. 17. No. 4. pp. 731-743.
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RIS
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TY - JOUR
DO - 10.1007/s11030-013-9469-3
UR - https://doi.org/10.1007/s11030-013-9469-3
TI - Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides
T2 - Molecular Diversity
AU - Ahmetaj, Sizana
AU - Velikanje, Nina
AU - Grošelj, Uroš
AU - Sterbal, Ines
AU - Prek, Benjamin
AU - Golobič, Amalija
AU - Kocar, Drago
AU - Dahmann, Georg
AU - Stanovnik, Branko
AU - Svete, Jurij
PY - 2013
DA - 2013/08/22
PB - Springer Nature
SP - 731-743
IS - 4
VL - 17
PMID - 23975596
SN - 1381-1991
SN - 1573-501X
ER -
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BibTex (up to 50 authors)
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@article{2013_Ahmetaj,
author = {Sizana Ahmetaj and Nina Velikanje and Uroš Grošelj and Ines Sterbal and Benjamin Prek and Amalija Golobič and Drago Kocar and Georg Dahmann and Branko Stanovnik and Jurij Svete},
title = {Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides},
journal = {Molecular Diversity},
year = {2013},
volume = {17},
publisher = {Springer Nature},
month = {aug},
url = {https://doi.org/10.1007/s11030-013-9469-3},
number = {4},
pages = {731--743},
doi = {10.1007/s11030-013-9469-3}
}
Cite this
MLA
Copy
Ahmetaj, Sizana, et al. “Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides.” Molecular Diversity, vol. 17, no. 4, Aug. 2013, pp. 731-743. https://doi.org/10.1007/s11030-013-9469-3.