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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

1
Laboratório de Síntese Orgânica Medicinal (LaSOM®), Faculty of Pharmaceutical Sciences, Federal University of Rio Grande do Sul, Ipiranga Avenue, Porto Alegre, RS 2752, Brazil
2
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)
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Abstract

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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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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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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