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DOI: 10.1055/a-2107-4571
Synthesis of (2-Aminopyrimidin-4-yl)(pyridin-4-yl)methanone and Derivatives
This research was financed by the French government IDEX-ISITE initiative 16-IDEX-0001 (CAP 20-25) (Projet Emergence). The authors (FG, FA, PM) also thank WeylChem InnoTec (Frankfurt, Germany) for financial support.
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Abstract
Pyrido[3,4-g]quinazoline was previously identified as a relevant scaffold for protein kinase inhibition. In order to assess if the planarity of this heterocyclic system was essential to the protein kinase inhibitory potency observed in this series, new compounds were synthesized and evaluated, in which the central cycle was opened to provide (pyridin-4-yl)(pyrimidin-4-yl)methane derivatives, which were prepared from the corresponding ketone precursor. After preparing (2-aminopyrimidin-4-yl)(pyridin-4-yl)methanone, derivatives were synthesized and evaluated toward a panel of protein kinases. The results demonstrated that the planar pyrido[3,4-g]quinazoline tricyclic system was mandatory to maintain the protein kinase inhibitory potency in this series.
Key words
diheteroaryl ketone - pyrido[3,4-g]quinazoline - (pyrimidin-4-yl)(pyridin-4-yl)methanone - Grignard reagents - molecular shape - protein kinase inhibitorsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2107-4571.
- Supporting Information
Publikationsverlauf
Eingereicht: 17. Mai 2023
Angenommen nach Revision: 07. Juni 2023
Accepted Manuscript online:
07. Juni 2023
Artikel online veröffentlicht:
10. Juli 2023
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