Crystal structure of 5-butyl-amino-3-methyl-1-(pyridin-2-yl)-1 H-pyrazole-4-carbaldehyde obtained from a microwave-assisted reaction using caesium carbonate as catalyst

Mario A Macías; Jessica Orrego-Hernández; Jaime Portilla

doi:10.1107/S2056989016017187

Crystal structure of 5-butyl-amino-3-methyl-1-(pyridin-2-yl)-1 H-pyrazole-4-carbaldehyde obtained from a microwave-assisted reaction using caesium carbonate as catalyst

Acta Crystallogr E Crystallogr Commun. 2016 Oct 28;72(Pt 11):1672-1674. doi: 10.1107/S2056989016017187. eCollection 2016 Nov 1.

Authors

Mario A Macías¹, Jessica Orrego-Hernández², Jaime Portilla²

Affiliations

¹ Department of Chemistry, Universidad de los Andes, Carrera 1 No. 18A 10, Bogotá, Colombia.
² Bioorganic Compounds Research Group, Department of Chemistry, Universidad de los Andes, Carrera 1 No. 18A 10, Bogotá, Colombia.

Abstract

The title compound, C₁₄H₁₈N₄O, synthesized from an unconventional microwave-assisted method using caesium carbonate as catalyst, has an approximately planar conformation with the pyridyl and pyrazole rings inclined by a dihedral angle of 7.94 (3)°, allowing the formation of an intra-molecular N-H⋯N hydrogen bond. The supra-molecular assembly has a three-dimensional arrangement controlled mainly by weak C-H⋯O and C-H⋯π inter-actions.

Keywords: 5-aminopyrazoles; crystal structure; hydrogen bonding; nucleophilic substitution; pharmaceutical compound.