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

Authors :
Kevin K.-C. Liu
Alex Yanovsky
Antonio G. DiPasquale
Jeff Elleraas
Arnold L. Rheingold
Zhengyu Liu
Source :
Acta Crystallographica Section E, Vol 65, Iss 4, Pp o697-o697 (2009), Acta Crystallographica Section E: Structure Reports
Publication Year :
2009
Publisher :
International Union of Crystallography, 2009.

Abstract

The title compound, C12H15N5OS, 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]D20 = +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.

Details

Language :
English
ISSN :
16005368
Volume :
65
Issue :
4
Database :
OpenAIRE
Journal :
Acta Crystallographica Section E
Accession number :
edsair.doi.dedup.....23e726a20d5eda5f71694410eb5da4b2