Triphenylphosphine → HCID 22507076, compound

Participants

Reaction Steps

To a stirring solution of 3-iodophenol (1.11 g, 5.1 mmol), 2-[6-(Methylamino)-2-pyridyl]ethan-1-ol (700 mg, 4.6 mmol), triphenylphosphine (1.3 g, 5.1 mmol), and THF (20 ml), was added diethyl azodicarboxylate (0.80 ml, 5.1 mmol) at 0° C. After stirring overnight under argon at room temperature, the solvent was evaporated under vacuum. The crude product was chromatographed over silica gel to yield 1.2 g (74%) of {6-[2-(3-Iodophenoxy)ethyl](2-pyridyl)}methylamine. NMR 1H Cl3CD δ: 7.40 (t, 1H, J=8.0 Hz), 7.26 (m, 2H), 6.96 (t, 1H, J=8.0 Hz), 6.87 (m, 1H), 6.52 (d, 1H, J=8.0 Hz), 6.25 (d, 1H, J=4.0 Hz), 4.51 (br s, 1H), 4.29 (t, 2H, J=6.8 Hz), 3.07 (t, 2H, J=6.8 Hz), 2.90 (d, 3H, J=8Hz).

Provenance & Evidence