反应详情

温度

-78 °C

A pressure tube was charged with 6-bromo-2-(tert-butylcarbonyl)amino-3-methoxypyridine (34) (0.287 g), ethylene glycol (3 mL) and Cu2O (0.028 g) and cooled to −78° C. To this mixture, 1 mL of liquid ammonia was collectyed (at −78° C.), the pressure tube was sealed and then stirred at room temperature for 24 hours. The reaction mixture was again cooled to −78° C., the seal was removed and the reaction mixture diluted with water (10 mL). The aqueous solution was extracted with ethyl acetate (3×50 mL), dried over anhydrous sodium sulfate and solvent was removed under a reduced pressure. The resulting residue was chromatographed (silica gel, CH2Cl2 then 1% 2N NH3/MeOH in CH2Cl2 to obtain 6-amino-2-(tert-butylcarbonyl)amino-3-methoxypyridine (35). LCMS: purity: 94%; MS (m/z): 224 (MH+).

1. custom(at −78° C.)
2. customthe pressure tube was sealed
3. temperatureThe reaction mixture was again cooled to −78° C.
4. customthe seal was removed
5. additionthe reaction mixture diluted with water (10 mL)
6. extractionThe aqueous solution was extracted with ethyl acetate (3×50 mL)
7. dry with materialdried over anhydrous sodium sulfate and solvent
8. customwas removed under a reduced pressure
9. customThe resulting residue was chromatographed (silica gel, CH2Cl2