Synthesis of pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones

Autor:	Andrey S. Plaskon, Dmitry S. Granat, Sergey V. Ryabukhin, Oleg Lukin, Alexander Shivanyuk
Rok vydání:	2014
Předmět:	chemistry.chemical_classification Isatin Organic Chemistry Biochemistry Aldehyde Isocyanate Medicinal chemistry law.invention chemistry.chemical_compound chemistry law Drug Discovery Urea Crystallization
Zdroj:	Tetrahedron Letters. 55:1846-1847
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2014.01.131
Popis:	A small library of hitherto unprepared pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-ones was synthesized on a preparative scale. The synthesis starts with a substituted 5-aminopyrazole that reacts with an isocyanate to give the corresponding urea. The latter undergoes a chlorotrimethylsilane-promoted [5+1] cyclocondensation with an aldehyde yielding the title pyrazolo[3,4-d]-4,5-dihydropyrimidin-6-one. Both synthetic steps are high-yielding (74–94%). The intermediates and the target compounds were isolated by simple crystallization. Ketones with the exception of isatin do not react with the open-chain urea intermediates.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5029aa5559b04957f17a19d7b3a319c5 https://doi.org/10.1016/j.tetlet.2014.01.131 Zobrazit plný text záznamu Full Text from ScienceDirect