反応 #726480

反応方程式

water

Sodium hydride

cyclobutanemethanol

2-amino-3,5-dibromopyrazine

→

5-bromo-3-cyclobutylmethoxy-pyrazin-2-ylamine

収率 100.0%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度the reaction mixture was heated at 50° C. for 16 hours
2. 2
   温度The reaction mixture was cooled to room temperature
3. 3
   濃縮the whole was then concentrated in vacuo
4. 4
   その他to give a brown oil
5. 5
   その他The crude product was purified by flash column chromatography (100% dichloromethane)

実験手順

Sodium hydride (0.96 g, 23.7 mmol) was added in portions to a solution of cyclobutanemethanol (2.2 mL, 23.7 mmol) in tetrahydrofuran (30 mL) at 0° C., the reaction mixture was stirred at room temperature for 45 minutes. A solution of 2-amino-3,5-dibromopyrazine (3.0 g, 11.9 mmol) in tetrahydrofuran (10 mL) was added and the reaction mixture was heated at 50° C. for 16 hours. The reaction mixture was cooled to room temperature and water (2 mL) was added, the whole was then concentrated in vacuo to give a brown oil. The crude product was purified by flash column chromatography (100% dichloromethane) to give 5-bromo-3-cyclobutylmethoxy-pyrazin-2-ylamine as a pale yellow solid, 3.19 g (100% yield). LC@215 nm; Rt 2.11: 93%, m/z (ES+): 259 (M+H).

出典