Pyridine → tris((3-hydroxy-1-(2-methoxyethyl)-4-oxo-1,4-dihydro-pyridine-2yl) carboxyaminoeth-2-yl)amine lanthanum (III) salt

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To a solution of tris((3-hydroxy-1-(2-methoxyethyl)-4-oxo-4H-pyridin-2yl-)carboxyaminoeth-2-yl)amine (240 mg) in methanol (20 ml) and water (10 ml) was added lanthanum (III) nitrate hexahydrate (160 mg) and pyridine (2 ml). The reaction was heated to reflux for 2 hrs and then the reaction mixture was concentrated under reduced pressure. The residue was purified by reverse phase chromatography (Gemini column, 5u, C18, 100×30 mm) eluting with 5-95% (0.1% NH3/MeCN)/(0.10% NH3/H2O) to give the title compound (220 mg, 27%). 1H NMR (300 MHz, DMSO) δ 7.43 (3H, d, J=9 Hz), 6.03 (3H, d, J=9 Hz), 4.80 (6H, m), 3.51 (6H, m), 3.11-3.18 (15H, m), 2.42 (6H, d, J=6 Hz). 13C NMR (300 MHz, DMSO) δ 178.46, 164.99, 164.16, 139.55, 119.21, 106.44, 72.04, 58.10, 56.15, 55.82, 36.68. m/z (ES+) 868 (M+H).

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