(R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine

The title compound, C(12)H(15)N(5)OS, was obtained by reaction of 2-(2-(methyl­thio)pyrimidin-4-yl)-3-oxopropane­nitrile with (tetra­hydro­furan-3-yl)hydrazine dihydro­chloride, and the racemic product was subsequently separated by chiral chromatography (first peak; [α](D) (20) = +51.3°). The chiral...

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Autores principales: Liu, Zhengyu, Liu, Kevin K.-C., Elleraas, Jeff, 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/PMC2968870/
https://www.ncbi.nlm.nih.gov/pubmed/21582437
http://dx.doi.org/10.1107/S160053680900734X
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author Liu, Zhengyu
Liu, Kevin K.-C.
Elleraas, Jeff
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_facet Liu, Zhengyu
Liu, Kevin K.-C.
Elleraas, Jeff
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_sort Liu, Zhengyu
collection PubMed
description The title compound, C(12)H(15)N(5)OS, was obtained by reaction of 2-(2-(methyl­thio)pyrimidin-4-yl)-3-oxopropane­nitrile with (tetra­hydro­furan-3-yl)hydrazine dihydro­chloride, and the racemic product was subsequently separated by chiral chromatography (first peak; [α](D) (20) = +51.3°). The chiral center at the substituted atom of the tetra­hydro­furanyl group has an R-configuration. The pyrimidine and pyrazolyl rings are almost coplanar, their mean planes forming a dihedral angle of 6.4 (1)°. One of the H atoms of the amino group participates in an intra­molecular hydrogen bond with the pyrimidine N atom in position 3. The second H atom is involved in an inter­molecular hydrogen bond, which links the mol­ecules into an infinite chain.
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spelling pubmed-29688702010-12-30 (R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine Liu, Zhengyu Liu, Kevin K.-C. Elleraas, Jeff Rheingold, Arnold L. DiPasquale, Antonio Yanovsky, Alex Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(15)N(5)OS, was obtained by reaction of 2-(2-(methyl­thio)pyrimidin-4-yl)-3-oxopropane­nitrile with (tetra­hydro­furan-3-yl)hydrazine dihydro­chloride, and the racemic product was subsequently separated by chiral chromatography (first peak; [α](D) (20) = +51.3°). The chiral center at the substituted atom of the tetra­hydro­furanyl group has an R-configuration. The pyrimidine and pyrazolyl rings are almost coplanar, their mean planes forming a dihedral angle of 6.4 (1)°. One of the H atoms of the amino group participates in an intra­molecular hydrogen bond with the pyrimidine N atom in position 3. The second H atom is involved in an inter­molecular hydrogen bond, which links the mol­ecules into an infinite chain. International Union of Crystallography 2009-03-06 /pmc/articles/PMC2968870/ /pubmed/21582437 http://dx.doi.org/10.1107/S160053680900734X 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.
Elleraas, Jeff
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
(R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title (R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_full (R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_fullStr (R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_full_unstemmed (R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_short (R)-4-[2-(Methyl­sulfanyl)pyrimidin-4-yl]-1-(tetra­hydro­furan-3-yl)-1H-pyrazol-5-amine
title_sort (r)-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/PMC2968870/
https://www.ncbi.nlm.nih.gov/pubmed/21582437
http://dx.doi.org/10.1107/S160053680900734X
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