1,5-Bis(2-pyridyl)-1,3,5-pentanetrione → 4,4''-diethoxy-1'H-[2,2';6',2'']terpyridin-4'-one

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Reaction Steps

This compound is prepared in a manner analogous to that described in Example 1, Step 2 for 1,5-di-pyridin-2-yl-pentane-1,3,5-trione, but instead the ethoxy-substituted triketone from Example 20 is used. Pure 4,4″-diethoxy-1′H-[2,2′;6′,2″]terpyridin-4′-one can be obtained by chromatography on silica gel (chloroform/methanol 9:1, 0.1% NH4OH) in the form of a white crystalline powder. 1H-NMR (360 MHz, CDCl3): 1.37 (t, 6H, 7.2 Hz); 4.05 (q, 4H, 7.2 Hz); 6.77 (dd, 2H, J=5.9, 2.3 Hz), 6.99 (br s, 2H), 7.30 (br s, 2H); 8.42 (d, 2H, J=5.9 Hz). MS (EI pos., 70 eV), m/z=337 (75, [M+]); 322 (90); 309 (100); 281 (75); 28 (85).

Provenance & Evidence