N-Iodosuccinimide → HCID 178467033, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-ethoxypyridin-2-ol (17 g, 122 mmol) in DMF (125 mL) was added NIS (27.5 g, 122 mmol). The mixture was stirred at 80° C. for 16 h. The mixture was concentrated and purified by preparative HPLC (MeCN/H2O as eluants, acidic condition) to yield a yellow solid of 4-ethoxy-5-iodopyridin-2-ol (4.2 g, 13.47 mmol, 11% yield). TLC (DCM/MeOH=10:1, Rf=0.6): 1H NMR (400 MHz, MeOH-d4) δ 7.70 (s, 1H), 5.91 (s, 1H), 4.10 (q, J=7.2 Hz, 2H), 1.44 (t, J=6.8 Hz, 3H); ES-LCMS m/z: 265.9 (M+H).

Provenance & Evidence