Sodium ethoxide → 2-Ethoxy-6-iodo-3-methoxypyridine

Participants

Reaction Conditions

Reaction Steps

In a microwave vial, 2-bromo-6-iodo-3-methoxypyridine (10-1 or 3-3, 150 mg, 0.48 mmol, 1 equiv) was dissolved in DMF (300 uL). Sodium ethoxide (268 uL, 21 wt % in EtOH, 0.72 mmol, 1.5 equiv) was added to the solution, and the reaction was heated in the microwave for 5 minutes at 100° C. The reaction mixture was partitioned between saturated NaHCO3 and DCM. The organic phase was washed once with brine, dried over Mg2SO4 and concentrated. The residue was purified by normal phase column chromatography (0-20% EtOAc in hexanes) to give the title compound (10-2). ESI+MS [M+H]+ C8H11INO2: 280.0 found, 280.1 required.

Provenance & Evidence