Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides
A library of 24 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides <strong>10</strong>{<em>1</em>,<em>2</em>; <em>1–12</em>} was prepared by a parallel solution-phase approach. The...
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MDPI AG
2012-05-01
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author | Branko Stanovnik Uroš Grošelj Jurij Svete Georg Dahmann Drago Kočar Jernej Baškovč Bojana Črček |
author_facet | Branko Stanovnik Uroš Grošelj Jurij Svete Georg Dahmann Drago Kočar Jernej Baškovč Bojana Črček |
author_sort | Branko Stanovnik |
collection | DOAJ |
description | A library of 24 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides <strong>10</strong>{<em>1</em>,<em>2</em>; <em>1–12</em>} was prepared by a parallel solution-phase approach. The synthesis comprises a five-step transformation of itaconic acid (<strong>11</strong>) into 1-methyl and 1-phenyl substituted 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxylic acids <strong>17</strong>{<em>1</em>,<em>2</em>} followed by parallel amidation of <strong>17</strong>{<em>1</em>,<em>2</em>} with a series of 12 aliphatic amines <strong>18</strong>{<em>1–12</em>} to afford the corresponding carboxamides <strong>10</strong> in good overall yields and in 80–100% purity. |
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issn | 1420-3049 |
language | English |
last_indexed | 2024-04-14T08:07:10Z |
publishDate | 2012-05-01 |
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series | Molecules |
spelling | doaj.art-672e2da84c0a467c84d7183057b568592022-12-22T02:04:41ZengMDPI AGMolecules1420-30492012-05-011755363538410.3390/molecules17055363Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamidesBranko StanovnikUroš GrošeljJurij SveteGeorg DahmannDrago KočarJernej BaškovčBojana ČrčekA library of 24 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides <strong>10</strong>{<em>1</em>,<em>2</em>; <em>1–12</em>} was prepared by a parallel solution-phase approach. The synthesis comprises a five-step transformation of itaconic acid (<strong>11</strong>) into 1-methyl and 1-phenyl substituted 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxylic acids <strong>17</strong>{<em>1</em>,<em>2</em>} followed by parallel amidation of <strong>17</strong>{<em>1</em>,<em>2</em>} with a series of 12 aliphatic amines <strong>18</strong>{<em>1–12</em>} to afford the corresponding carboxamides <strong>10</strong> in good overall yields and in 80–100% purity.http://www.mdpi.com/1420-3049/17/5/5363parallel synthesispyrimidines2-(heteroaryl)ethylamines |
spellingShingle | Branko Stanovnik Uroš Grošelj Jurij Svete Georg Dahmann Drago Kočar Jernej Baškovč Bojana Črček Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides Molecules parallel synthesis pyrimidines 2-(heteroaryl)ethylamines |
title | Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides |
title_full | Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides |
title_fullStr | Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides |
title_full_unstemmed | Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides |
title_short | Parallel Synthesis of 2-Substituted 6-(5-Oxo-1-phenylpyrrolidin-3-yl)pyrimidine-5-carboxamides |
title_sort | parallel synthesis of 2 substituted 6 5 oxo 1 phenylpyrrolidin 3 yl pyrimidine 5 carboxamides |
topic | parallel synthesis pyrimidines 2-(heteroaryl)ethylamines |
url | http://www.mdpi.com/1420-3049/17/5/5363 |
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