Parallel synthesis of 2-substituted 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides

Črček, Bojana (author), Baškovč, Jernej (author), Grošelj, Uroš (author), Kočar, Drago (author), Dahmann, Georg (author), Stanovnik, Branko (author), Svete, Jurij (author)

A library of 24 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides 10{1,2; 1–12} was prepared by a parallel solution-phase approach. The synthesis comprises a five-step transformation of itaconic acid (11) into 1-methyl and 1-phenyl substituted 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxylic acids 17{1,2} followed by parallel amidation of 17{1,2} with a series of 12 aliphatic amines 18{1–12} to afford the corresponding carboxamides 10 in good overall yields and in 80–100% purity.

• Language: English
• Keywords: parallel synthesis, pyrimidines, 2-(heteroaryl)ethylamines
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2012
• Number of pages: Str. 5363-5384
• Numbering: Vol. 17, iss. 5
• PID: 20.500.12556/RUL-129517
• UDC: 547.853.022.057
• ISSN on article: 1420-3049
• DOI: 10.3390/molecules17055363
• COBISS.SI-ID: 35944709
• Publication date in RUL: 03.09.2021

Record is a part of a journal

• Title: Molecules
• Shortened title: Molecules
• Publisher: MDPI
• ISSN: 1420-3049
• COBISS.SI-ID: 18462981

Licences

• License: CC BY 3.0, Creative Commons Attribution 3.0 Unported
• Link: https://creativecommons.org/licenses/by/3.0/deed.en
• Description: You are free to reproduce and redistribute the material in any medium or format. You are free to remix, transform, and build upon the material for any purpose, even commercially. You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.
• Licensing start date: 08.05.2012

Secondary language

• Language: Slovenian
• Keywords: organska kemija, sinteze, paralelna sinteza, organske reakcije, struktura spojin, NMR spektri, heterociklične spojine, heterociklični sistemi, heterocikli, derivati pirimidina, pirimidini, derivati amina, 2-(heteroaril)etilamini, karboksamidi