2-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazole → HCID 135978008, compound

Participants

Reaction Steps

A reaction mixture was prepared from 1.16 g. of 2-[2-dimethylaminomethyl-4-thiazolylmethylthio]ethylamine, 1.31 g. of 2-nitroamino-5-(3-pyridyl)methyl-6-methyl-4-pyrimidone and 25 ml. of anhydrous ethanol. The reaction mixture was heated at reflux temperature for about 5 days after which time the ethanol was removed by evaporation. The residue was chromatographed using high pressure liquid gradient elution chromatography (silica-ethanol/ethyl acetate/ammonium hydroxide). Fractions containing 2-[2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethyl]amino-5-(3-pyridyl)methyl-6-methyl-4-pyrimidone were combined and the solvents removed from the combined fractions. 1.1 g. of crystalline material was obtained which melted at about 130°-131° C. after recrystallization from a mixture of ethanol and ether; yield=1.03 g. 2-[2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethyl]amino-5-(3-pyridyl)methyl-6-methyl-4-pyrimidone thus prepared had the following analysis:

Provenance & Evidence