5-((6-Methyl-3-pyridyl)methyl)-2-(nitroamino)-1H-pyrimidin-4-one → HCID 178424600, compound

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Reaction Steps

2-Nitroamino-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone (5.21 g) and 2-(2-guanidino-4-thiazolylmethylthio)ethylamine (2.98 g) were heated under reflux in dry pyridine for 9 hours. The mixture was evaporated and the residue was washed with water to give 2-[2-(2-guanidino-4-thiazolylmethylthio)ethylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone which was treated with hydrogen chloride in ethanol-ether to give the trihydrochloride (0.92 g). This was converted into the free base by dissolving the material in water, adjusting the mixture to pH 9 with sodium bicarbonate, and extracting the mixture with chloroform and evaporating the extracts to dryness. A sample of the free base recrystallised from aqueous 2-propanol had m.p. 161°-164°.

Provenance & Evidence