Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine

The title compound, C(13)H(17)N(5)OS, was obtained by cyclo­addition of 2-[2-(methyl­sulfan­yl)pyrimidin-4-yl]-3-oxo­propane­nitrile with (tetra­hydro­furan-3-yl)hydrazine dihydro­chloride and subsequent N-methyl­ation of 4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-2-yl)-1H-pyrazol-...

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Detalles Bibliográficos
Autores principales: Liu, Zhengyu, Liu, Kevin K.-C., Rheingold, Arnold L., DiPasquale, Antonio, Yanovsky, Alex
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977768/
https://www.ncbi.nlm.nih.gov/pubmed/21583904
http://dx.doi.org/10.1107/S1600536809014317
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author Liu, Zhengyu
Liu, Kevin K.-C.
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_facet Liu, Zhengyu
Liu, Kevin K.-C.
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_sort Liu, Zhengyu
collection PubMed
description The title compound, C(13)H(17)N(5)OS, was obtained by cyclo­addition of 2-[2-(methyl­sulfan­yl)pyrimidin-4-yl]-3-oxo­propane­nitrile with (tetra­hydro­furan-3-yl)hydrazine dihydro­chloride and subsequent N-methyl­ation of 4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-2-yl)-1H-pyrazol-5-amine with methyl iodide. The two mol­ecules in the asymmetric unit have opposite absolute configurations and are related by a noncrystallographic inversion center. Both feature intra­mol­ecular N—H⋯N hydrogen bonds. The geometry of the mol­ecules is similar to that observed in the structure of a single enanti­omer of the title compound.
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spelling pubmed-29777682010-12-30 Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine Liu, Zhengyu Liu, Kevin K.-C. Rheingold, Arnold L. DiPasquale, Antonio Yanovsky, Alex Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(17)N(5)OS, was obtained by cyclo­addition of 2-[2-(methyl­sulfan­yl)pyrimidin-4-yl]-3-oxo­propane­nitrile with (tetra­hydro­furan-3-yl)hydrazine dihydro­chloride and subsequent N-methyl­ation of 4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-2-yl)-1H-pyrazol-5-amine with methyl iodide. The two mol­ecules in the asymmetric unit have opposite absolute configurations and are related by a noncrystallographic inversion center. Both feature intra­mol­ecular N—H⋯N hydrogen bonds. The geometry of the mol­ecules is similar to that observed in the structure of a single enanti­omer of the title compound. International Union of Crystallography 2009-04-22 /pmc/articles/PMC2977768/ /pubmed/21583904 http://dx.doi.org/10.1107/S1600536809014317 Text en © Liu et al. 2009 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
Liu, Zhengyu
Liu, Kevin K.-C.
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_full Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_fullStr Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_full_unstemmed Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_short Racemic N-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_sort racemic n-methyl-4-[2-(methyl­sulfan­yl)­pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1h-pyrazol-5-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977768/
https://www.ncbi.nlm.nih.gov/pubmed/21583904
http://dx.doi.org/10.1107/S1600536809014317
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