Crystal structure of 4-(pyrazin-2-yl)morpholine

Abstract

The molecular structure of the title compound, C 8 H 11 N 3 O, is nearly planar despite the chair conformation of the morpholine moiety. In the crystal, the molecules form sheets parallel to the b axis, which are supported by non-classical hydrogen-bonding interactions between C-H functionalities and the O atom of morpholine and the 4-N atom of pyrazine, respectively. The title compound crystallizes in the monoclinic space group P2 1 /c with four molecules in the unit cell. Chemical contextThe potential applications of aryl and heteroaryl amines in chemistry, materials science and pharmaceutical industries encourages research into the formation of C-N bonds (Rappoport, 2007;Lawrence, 2004, Weissermel & Arpe 1997. N-Heteroarylmorpholine moieties are prevalent in biologically active molecules such as medicines for the treatment of schizophrenia or type-2 diabetes mellitus (Bartolomé -Nebreda et al., 2014). In this context we are engaged in the synthesis of a library of heterocyclic amine derivatives. In course of these investigations, pure crystalline 4-(pyrazin-2-yl)morpholine was isolated with the crystals being obtained upon purification by column chromatography. Structural commentary4-(Pyrazin-2-yl)morpholine (Fig. 1) crystallizes in the monoclinic space group P2 1 /c with four molecules in the unit cell. There are reports in the literature of the molecular structures of compounds in which the morpholine nitrogen atom is coupled to the carbon atom of a non-annelated N-heterocyclic ISSN 2056-9890 Figure 1 The molecular structure of the title compound, showing the atom labelling and 50% probability displacement ellipsoids.