Dimethylformamide → 4-[6-(2-[2,2,2-Trifluoroethyl]guanidino)pyrid-2-ylthio]butyric acid

Participants

Reaction Steps

A mixture of 4-(6-aminopyrid-2-ylthio)butyric acid (0.21 g.) DMF (3 ml.) and 2,2,2-trifluoroethylisothiocyanate (0.15 g.) was left at room temperature for 18 hours and then evaporated to dryness. A solution of the residue in methanolic ammonia was treated with yellow mercuric oxide (0.43 g.) and the mixture stirred at room temperature for 1 hour. The mixture was filtered and the filtrate evaporated to dryness and the residue treated with 2N aqueous NaOH (5 ml.) and then filtered. The filtrate was acidified with HOAc and the precipitate collected to give 4-[6-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-2-ylthio]butyric acid (0.17 g.) which was used without further purification.

Provenance & Evidence