(IUCr) Crystallography Journals Online

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Acta Cryst. (2009). E65, o697 [ doi:10.1107/S160053680900734X ]

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

Z. Liu, K.K.-C. Liu, J. Elleraas, A. L. Rheingold, A. DiPasquale and A. Yanovsky

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; [ [alpha] ]_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.

Online 6 March 2009