J. Hung, L. M. Werbel
May 1, 1984
Citations
0
Influential Citations
9
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The synthesis of 6-ethyl-5-(4-pyridinyl)-2,4-pyrimidinediamine (2), the pyridine analog of pyrimethamine, is described. Condensation of 4-pyridineacetonitrile (3) with methyl propionate afforded α-(1-oxopropyl)-4-pyridineacetonitrile (4). Treatment with triethyl orthopropionate gave primarily the undesired N-alkylated material. However reaction of the crude mixture with guanidine afforded 2 in low yield. This material was devoid of significant antimalarial activity.