反应详情

温度

250 °C

A solution of 6-amino-3-bromo-2-methylpyridine (1.89 g, 10 mmol) and diethoxymethylenemalonate (2.16 g, 10 mmol) is heated at 110° C. for 30 min. The reaction is cooled and the residue is recrystallized from EtOH. To the resulting solid is dissolved in 45 mL of Ph2O. The mixture is heated to 250° C. for 3 h. The solution is then cooled to room temperature and the resulting precipitate is collected and dried. The crude product is chromatographed on silica (Biotage flash 40M, 2% MeOH/CH2Cl2 eluent). Fractions homogeneous by TLC are collected and concentrated to yield 1.075 g (35%) of the desired product as a yellow solid. Physical data are as follows: m.p. 270° C. (dec.); 1H NMR (DMSO-d6) δ12.73, 8.49, 8.47, 4.21, 2.67, 1.27.

1. temperatureThe reaction is cooled
2. customthe residue is recrystallized from EtOH
3. dissolutionTo the resulting solid is dissolved in 45 mL of Ph2O
4. temperatureThe solution is then cooled to room temperature
5. customthe resulting precipitate is collected
6. customdried
7. customThe crude product is chromatographed on silica (Biotage flash 40M, 2% MeOH/CH2Cl2 eluent)
8. customFractions homogeneous by TLC are collected
9. concentrationconcentrated