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

The title compound, C(12)H(19)BrN(4)O, 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 cyclo...

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Detalles Bibliográficos
Autores principales: Hoffman, Jacqui E., Cheng, Henry, Rheingold, Arnold L., DiPasquale, Antonio, Yanovsky, Alex
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970313/
https://www.ncbi.nlm.nih.gov/pubmed/21577839
http://dx.doi.org/10.1107/S1600536809035533
Descripción
Sumario:The title compound, C(12)H(19)BrN(4)O, 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—H⋯O and O—H⋯N hydrogen bonds, linking the mol­ecules into layers parallel to the (10[Image: see text]) plane.