反应详情

温度

0 °C

A solution of sodium nitrite (157 mg, 2.28 mmol) in water (1 mL) was added to a mixture of 2-(2-tert-butylphenoxy)-3-aminopyridine (prepared above according to 1b) (500 mg, 2.07 mmol) in (1:1) conc. HCl:water (14 mL) at 0° C. The mixture was stirred at 0° C. for 15 min and a solution of potassium iodide (1.0 g, 6.22 mmol) in water (2 mL) was added. The mixture was stirred at 60° C. for 1.5 h and allowed to cool down to rt. A solution of sodium bisulfite was added and the mixture was extracted with ethyl acetate (3×50 mL). The combined organic layers were dried (anhydrous sodium sulfate), filtered and evaporated. The residue was purified by flash-chromatography (dichloromethane:hexanes/20:100) to afford 394 mg (56%) of 2-(2-tert-butylphenoxy)-3-iodopyridine. (M+H)+=354.

1. customat 0° C
2. stirringThe mixture was stirred at 60° C. for 1.5 h
3. temperatureto cool down to rt
4. extractionthe mixture was extracted with ethyl acetate (3×50 mL)
5. dry with materialThe combined organic layers were dried (anhydrous sodium sulfate)
6. filtrationfiltered
7. customevaporated
8. customThe residue was purified by flash-chromatography (dichloromethane:hexanes/20:100)