PEG‐400 Mediated <i>N</i> ‐(Alkyl)Arylation for the Synthesis of Medicinally Relevant 4‐Aminoquinazolines
Abstract 4‐Aminoquinazolines are an important class of heterocyclic aromatic compounds with extensive applications in pharmaceutical synthesis and materials science. Herein, we present a rapid, cost‐effective, and efficient approach for N‐(alkyl)arylation of 4‐chloroquinazolines using PEG‐400 as a green solvent alternative in both microwave and conventional heating reactors. These methodologies demonstrate broad compatibility with various substituted amines, yielding favorable outcomes. The developed approach enabled the synthesis of Verubulin, a promising antineoplastic agent for treating several types of cancer, alongside a novel drug analogue, highlighting its potential utility in sustainable drug synthesis and discovery.
Authors
- Leandro A. Bozzini (ORCID: https://orcid.org/0000-0001-5231-662X)
- Victor Hugo Catricala Fernandes (ORCID: https://orcid.org/0000-0001-8423-9454)
- Luiz Henrique Bastos da Silva de Oliveira (ORCID: https://orcid.org/0000-0002-9228-9205)
- Gabriel de P. Bueno (ORCID: https://orcid.org/0000-0002-9944-6613)
- Giovanna Preterotto Lourençon
- Giuliano Cesar Clososki
Institutions
- Universidade de São Paulo (BR)
- SUPERA Park of Innovation and Technology of Ribeirão Preto (BR)
Publication Details
- Journal
- ChemistrySelect
- Published
- 2025-04-01
- DOI
- https://doi.org/10.1002/slct.202405163
- Citations
- 3
- Primary Topic
- Quinazolinone synthesis and applications
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Fundação de Amparo à Pesquisa do Estado de São Paulo
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico