Synthesis and DFT analysis of non-covalent interactions in crystal structures of 6-R-2-alkoxy-, 2,3-di-, and 2,2,3-tri--butylpyrrolo[1,2-][1,2,4]triazines.

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Novel 7-amino-3--butyl-2-OR-6-R-pyrrolo[1,2-][1,2,4]triazine-8-carbonitriles (R = CHCOEt, CHBoc, Me, -Bu; R = COEt, CO -Bu, CO -Bu, CHCO -Pr) have been synthesized and investigated by X-ray diffraction. Nucleophilic replacement of an alkoxy group with -BuLi afforded sterically hindered -butyl 7-amino-2,3-di--butyl- and 2,2,3-tri--butyl-8-cyanopyrrolo[1,2-][1,2,4]triazine-6-carboxylates. The lengths and bond angles as well as packing modes of molecules in crystals have been considered. The non-covalent interactions such as the changes in the H-bonding and close contacts were analyzed by DFT and the Hirshfeld surfaces and compared for different substituents.

SUPPLEMENTARY INFORMATION

The online version contains supplementary material available at 10.1007/s11224-022-02006-x.