Synthesis of Novel N-(6-(Trifluoromethyl)Pyridin-2-yl)Pyrimidin-4-Amine Analogues

Abstract

A novel series of 2/6-aryl/heteroaryl substituted-N-(6-(trifluoromethyl)pyridin-2-yl)pyrimidin-4-amine analogues have been synthesized from dichloropyrimidines by an initial substitution followed by Suzuki coupling with boronic acids or esters. This sequence has made the process cost-effective. Thus, in the present work, commercially sourced 2,4 and 4,6-dichloropyrimidines were initially condensed with 2-amino-6-trifluoromethylpyridine in the presence of NaH to obtain N-arylated pyrimidin-4-amine analogues. These were transformed to various novel pyrimidine derivatives 2a-2l & 3a-3l via Suzuki coupling using various substituted aryl/heteroaryl boronic acids or boronic esters. These newly synthesized compounds have been confirmed by ¹H NMR, ¹³C NMR & MS analysis.

Keywords:

• Bis(triphenylphosphine)palladium (II) dichloride
• boronic acid/ester
• pyrimidin-4-amines
• Suzuki reaction

Acknowledgments

Authors are thankful to the VIT University, Vellore, India for providing the necessary facilities to carry out the research work and also thankful to the SIF-Chemistry, VIT University for providing NMR and mass spectral facilities.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

Authors are thankful to the VIT University, Vellore, India for providing the necessary facilities to carry out the research work and also thankful to the SIF-Chemistry, VIT University for providing NMR and mass spectral facilities.