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Ethyl 6-Methyl-2-oxo-4-{4-[(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy]phenyl}-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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Laboratório de Síntese Orgânica Medicinal (LaSOM®), Faculty of Pharmaceutical Sciences, Federal University of Rio Grande do Sul, Ipiranga Avenue, Porto Alegre, RS 2752, Brazil
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Laboratório de Química Medicinal de Compostos de Selênio (QMCSe), Federal University of Health Sciences of Porto Alegre, Sarmento Leite Street, Porto Alegre, RS 245, Brazil
*
Author to whom correspondence should be addressed.
Molbank 2019, 2019(3), M1076; https://doi.org/10.3390/M1076
Received: 2 July 2019 / Revised: 30 July 2019 / Accepted: 1 August 2019 / Published: 14 August 2019
(This article belongs to the Section Organic Synthesis)
The Biginelli reaction is an acid-catalyzed, three-component reaction between an aldehyde, a hydrogen methylene active compound, and urea (or its analogue) and constitutes a rapid and easy synthesis of highly functionalized heterocycles. Synthesis of ethyl 6-methyl-2-oxo-4-{4-[(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy]phenyl}-1,2,3,4-tetrahydropyrimidine-5-carboxylate, identified by our laboratory code LaSOM® 293, was achieved using the Biginelli reaction as the key step, followed by the Huisgen 1,3-dipolar cycloaddition in a convergent four-step route. The product LaSOM® 293 was obtained with a yield of 84%. View Full-Text
Keywords: Biginelli reaction; 3,4-dihydropyrimidinone; triazole; LaSOM® 293 Biginelli reaction; 3,4-dihydropyrimidinone; triazole; LaSOM® 293
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Gonçalves, I.L.; Azambuja, G.O.; Davi, L.; Gonçalves, G.A.; Kagami, L.P.; Neves, G.M.; Silveira, J.P.; Canto, R.F.S.; Eifler-Lima, V.L. Ethyl 6-Methyl-2-oxo-4-{4-[(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy]phenyl}-1,2,3,4-tetrahydropyrimidine-5-carboxylate. Molbank 2019, 2019, M1076.

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Molbank, EISSN 1422-8599, Published by MDPI AG
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