2,6-Dichloro-3-iodopyridine

At -78°C, diisopropylamine (3.50 mL, 2.50 g, 25.0 mmol) and 2,6-dichloropyridine (3.70 g, 25.0 mmol) were added sequentially to a mixed solution of n-BuLi (10.0 mL, 25.0 mmol, 2.50 M in hexane) and THF (40 mL). After stirring at -78°C for 2 hours, a THF (25 mL) solution of iodine (7.40 g, 29.0 mmol) was added, and the reaction mixture was allowed to reach room temperature. After 30 minutes, H2O (100 mL) was added to the mixture.

The aqueous layer was extracted with Et₂O (3 x 75 mL). The combined organic extracts were washed with saturated NH₄Cl aqueous solution (75 mL) and saturated Na₂S₂O₅ aqueous solution (25 mL). The organic extract was dried with Na₂SO₄ and concentrated under vacuum to obtain 2,6-dichloro-3-iodopyridine.

Light yellow powder

It is used as pharmaceutical raw material and intermediate.