Pyridine → 2-[3-[3-(Piperidinomethyl)phenoxy]propylamino]-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one

Participants

Reaction Steps

3-[3-(Piperidinomethyl)phenoxy]propylamine (1.12 g) and 2-nitroamino-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one (1.11 g) were refluxed in ethanol (8 ml) for 20 hours. As the reaction was incomplete the ethanol was replaced by pyridine (8 ml) and the solution refluxed for a further 6 hours. The reaction mixture was evaporated under reduced pressure and the residue was subjected to medium pressure chromatography on silica gel (eluting with 10% methanol/90% chloroform) to afford the title compound. This was treated with dilute ethanolic HCl to afford material which was recrystallised from isopropanol/ether to afford 2-[3-[3-(piperidinomethyl)phenoxy]propylamino]-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one dihydrochloride (0.85 g), m.p. 164°-167° C.

Provenance & Evidence