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A solid solution of ethyl and d (3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate
The synthesis of ethyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole- 5-carboxylate via the Hantzsch reaction and partial in situ transesterification during recrystallization from methanol-d (4) to the d (3)-methyl ester, resulting in the title solid solution, ethyl 2-[(4-methylpyridi...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7405567/ https://www.ncbi.nlm.nih.gov/pubmed/32844009 http://dx.doi.org/10.1107/S2056989020008956 |
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author | Beuchel, Andreas Goddard, Richard Imming, Peter Seidel, Rüdiger W. |
author_facet | Beuchel, Andreas Goddard, Richard Imming, Peter Seidel, Rüdiger W. |
author_sort | Beuchel, Andreas |
collection | PubMed |
description | The synthesis of ethyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole- 5-carboxylate via the Hantzsch reaction and partial in situ transesterification during recrystallization from methanol-d (4) to the d (3)-methyl ester, resulting in the title solid solution, ethyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole-5-carboxylate–d (3)-methyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole-5-carboxylate (0.88/0.12), 0.88C(17)H(16)N(4)O(2)S·0.12C(16)D(3)H(11)N(4)O(2)S, is reported. The refined ratio of ethyl to d (3)-methyl ester in the crystal is 0.880 (6):0.120 (6). The pyridine ring is significantly twisted out of the plane of the approximately planar picoline thiazole ester moiety. N—H⋯N hydrogen bonds between the secondary amino group and the pyridine nitrogen atom of an adjacent symmetry-related molecule link the molecules into polymeric hydrogen-bonded zigzag tapes extending by glide symmetry in the [001] direction. There is structural evidence for intramolecular N⋯S chalcogen bonding and intermolecular weak C—H⋯O hydrogen bonds between adjacent zigzag tapes. |
format | Online Article Text |
id | pubmed-7405567 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-74055672020-08-24 A solid solution of ethyl and d (3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate Beuchel, Andreas Goddard, Richard Imming, Peter Seidel, Rüdiger W. Acta Crystallogr E Crystallogr Commun Research Communications The synthesis of ethyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole- 5-carboxylate via the Hantzsch reaction and partial in situ transesterification during recrystallization from methanol-d (4) to the d (3)-methyl ester, resulting in the title solid solution, ethyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole-5-carboxylate–d (3)-methyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole-5-carboxylate (0.88/0.12), 0.88C(17)H(16)N(4)O(2)S·0.12C(16)D(3)H(11)N(4)O(2)S, is reported. The refined ratio of ethyl to d (3)-methyl ester in the crystal is 0.880 (6):0.120 (6). The pyridine ring is significantly twisted out of the plane of the approximately planar picoline thiazole ester moiety. N—H⋯N hydrogen bonds between the secondary amino group and the pyridine nitrogen atom of an adjacent symmetry-related molecule link the molecules into polymeric hydrogen-bonded zigzag tapes extending by glide symmetry in the [001] direction. There is structural evidence for intramolecular N⋯S chalcogen bonding and intermolecular weak C—H⋯O hydrogen bonds between adjacent zigzag tapes. International Union of Crystallography 2020-07-10 /pmc/articles/PMC7405567/ /pubmed/32844009 http://dx.doi.org/10.1107/S2056989020008956 Text en © Beuchel et al. 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Beuchel, Andreas Goddard, Richard Imming, Peter Seidel, Rüdiger W. A solid solution of ethyl and d (3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate |
title | A solid solution of ethyl and d
(3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate |
title_full | A solid solution of ethyl and d
(3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate |
title_fullStr | A solid solution of ethyl and d
(3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate |
title_full_unstemmed | A solid solution of ethyl and d
(3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate |
title_short | A solid solution of ethyl and d
(3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate |
title_sort | solid solution of ethyl and d
(3)-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7405567/ https://www.ncbi.nlm.nih.gov/pubmed/32844009 http://dx.doi.org/10.1107/S2056989020008956 |
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