5-(Bromomethyl)-2-ethyl-4-pyrimidinamine Hydrobromide → 6-[(4-Amino-2-ethyl-5-pyrimidinyl)methyl]-2,7-dimethylthieno[2,3-c]pyridinium bromide hydrobromide

Participants

Reaction Steps

891 Mg of 2-ethyl-4-amino-5-bromomethyl pyrimidine hydrobromide is dissolved in 5 ml. of dimethylformamide (DMF), 1.95 g. of 2,7-dimethylthieno[2,3-c]-pyridine is added; a precipitate forms immediately. The precipitate is collected, washed with DMF, and discarded. The filtrates are stirred at room temperature overnight, diluted with ether, and the off-white precipitate collected and washed with ether. The solid is dissolved in methanol, hydrogen bromide gas introduced, and the colorless product isolated from methanol-isopropanol. 270 Mg. of product, 6-[(4-amino-2-ethyl-5-pyrimidinyl)methyl]2,7-dimethylthieno[2,3-c]pyridinium bromide hydrobromide is recovered, m.p. 215°-216° C., dec., 20% yield.

Provenance & Evidence