Acta Cryst. (2009). E65, o2374  [ doi:10.1107/S1600536809035533 ]

trans-4-(2-Amino-5-bromo-6-methylpyrimidin-4-ylamino)-1-methylcyclohexanol

J. E. Hoffman, H. Cheng, A. L. Rheingold, A. DiPasquale and A. Yanovsky

Abstract: The title compound, C₁₂H₁₉BrN₄O, represents the minor component of the two products obtained in a series of transformations involving the Grignard reaction of tert-butoxycarbonyl-protected 4-aminocyclohexanone with MeMgBr, and subsequent interaction of the obtained amino-substituted cyclohexanol with 4-chloro-6-methylpyrimidin-2-amine followed by bromination with N-bromosuccinimide. The X-ray structure showed that this product represents a trans isomer with respect to the amino and hydroxy substituents in the cyclohexyl ring; the dihedral angle between the aminopyrimidine plane and the (noncrystallographic) mirror plane of the substituted cyclohexyl fragment is 33.6 (3)°. Only two of the four potentially `active' H atoms participate in intermolecular N-HO and O-HN hydrogen bonds, linking the molecules into layers parallel to the (10) plane.

Online 9 September 2009

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