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tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate

In the title compound, C(20)H(27)N(5)O(3), the central piperazine ring adopts a chair conformation, with the N-bound carboxyl­ate and methyl­ene substituents occupying bis­ectional and equatorial orientations, respectively. A twist is evident between the aromatic rings [dihedral angle = 25.61 (9)°]...

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Autores principales: Gajera, Nilesh N., Patel, Mukesh C., Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790435/
https://www.ncbi.nlm.nih.gov/pubmed/24098254
http://dx.doi.org/10.1107/S1600536813025774
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author Gajera, Nilesh N.
Patel, Mukesh C.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_facet Gajera, Nilesh N.
Patel, Mukesh C.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_sort Gajera, Nilesh N.
collection PubMed
description In the title compound, C(20)H(27)N(5)O(3), the central piperazine ring adopts a chair conformation, with the N-bound carboxyl­ate and methyl­ene substituents occupying bis­ectional and equatorial orientations, respectively. A twist is evident between the aromatic rings [dihedral angle = 25.61 (9)°] but an intra­molecular O—H⋯N hydrogen bond persists between these. Supra­molecular tapes along [1-10] are formed in the crystal packing through N(amino)—H⋯O(hydrox­yl) and N(amino)—H⋯N(pyrimidin­yl) hydrogen bonds, and these are linked into layers in the ab plane by π–π inter­actions [inter-centroid distance between pyrimidinyl rings = 3.5919 (9) Å].
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spelling pubmed-37904352013-10-04 tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate Gajera, Nilesh N. Patel, Mukesh C. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(27)N(5)O(3), the central piperazine ring adopts a chair conformation, with the N-bound carboxyl­ate and methyl­ene substituents occupying bis­ectional and equatorial orientations, respectively. A twist is evident between the aromatic rings [dihedral angle = 25.61 (9)°] but an intra­molecular O—H⋯N hydrogen bond persists between these. Supra­molecular tapes along [1-10] are formed in the crystal packing through N(amino)—H⋯O(hydrox­yl) and N(amino)—H⋯N(pyrimidin­yl) hydrogen bonds, and these are linked into layers in the ab plane by π–π inter­actions [inter-centroid distance between pyrimidinyl rings = 3.5919 (9) Å]. International Union of Crystallography 2013-09-21 /pmc/articles/PMC3790435/ /pubmed/24098254 http://dx.doi.org/10.1107/S1600536813025774 Text en © Gajera et al. 2013 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Gajera, Nilesh N.
Patel, Mukesh C.
Jotani, Mukesh M.
Tiekink, Edward R. T.
tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate
title tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate
title_full tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate
title_fullStr tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate
title_full_unstemmed tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate
title_short tert-Butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate
title_sort tert-butyl 4-{[2-amino-4-(2-hy­droxy­phen­yl)pyrimidin-5-yl]meth­yl}piperazine-1-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790435/
https://www.ncbi.nlm.nih.gov/pubmed/24098254
http://dx.doi.org/10.1107/S1600536813025774
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