3-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amine → HCID 20186011, compound

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Reaction Steps

3-[3-(Piperidinomethyl)phenoxy]propylamine (1.64 g), 2-nitroamino-5-ethoxypyrimidin-4-one (1.2 g) and pyridine (15 ml) were stirred under reflux conditions for 18 hours. Pyridine was evaporated under reduced pressure and water (25 ml) and chloroform (25 ml) added. The mixture was shaken, the chloroform layer extracted; the aqueous layer was further extracted with chloroform (2×25 ml), and the combined chloroform extracts were washed with water, dried (MgS04) and evaporated under reduced pressure. The resultant residue was subjected to column chromatography on silica gel using chloroform: methanol (95:5) as eluant. The desired fractions were evaporated to give the title product as a residue. This residue was washed with diethyl ether and dissolved in isopropanol. This solution was treated with maleic acid (0.77 g) in isopropanol to give a solid maleate salt which on crystallisation from ethanol gave 2-[3-[3-(piperidinomethyl)phenoxy]propylamino ]-5-ethoxypyrimidin-4-one dimaleate (1.11 g), m.p. 68°-71° C.

Provenance & Evidence