Synthesis and Molecular Docking Studies of a Series of Amino-Pyrimidines as Possible Anti-Cancer Agents

Abstract

The pyrimidine scaffold represents one of the privileged structures in chemistry, and there has been an increase in number of studies utilizing this scaffold and its derivatives. A series of 2-amino pyrimidines were synthesized by the reaction of ketene dimethyl thio-acetals with guanidinium nitrate in presence of sodium ethoxide in ethanol under reflux condition. Spectral analysis of the final compounds has been carried out using IR, 1H NMR, 13C NMR spectroscopy and HRMS. Further, the structure of one of the derivatives 4-ethoxy-6-(naphthalen-1-yl) pyrimidin-2-amine (2d) was confirmed by single crystal X-ray diffraction technique. X-ray diffraction analysis for 2d has been reported. The crystal structure of 2d is stabilized by intermolecular N–H…N, C–H…π and π…π weak interactions. To check whether pyrimidine could be ligands for two kinases involved in cancer, docking studies were performed. Few of the compounds showed strong binding affinity with IGF1R and EGFR.