反应 #1121778

反应方程式

2-amino-3-bromo-5-phenylpyrazine

2-Amino-3-Bromo-5-phenylpyrazine

1-adamantanethiol

sodium hydride

→

title compound 18o

收率 62.0%

2-Amino-5-phenyl-3-adamantylthiopyrazine

收率 62.0%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度cooled
2. 2
   其他quenched with water
3. 3
   workup.ADDITIONThen EtOAc was added
4. 4
   过滤filtered
5. 5
   其他the solvent removed under reduced pressure
6. 6
   其他to get a crude that
7. 7
   其他was purified by flash chromatography

实验过程

To a solution of 1-adamantanethiol (0.07 g, 0.4 mmol) in dry acetonitrile (10 mL), sodium hydride (NaH) (9 mg, 0.4 mmol) was added and the resulting mixture was stirred for 15 min. After this time 2-amino-3-bromo-5-phenylpyrazine 17b (0.05 g, 0.2 mmol) was added and the mixture heated at 80° C. for 4 h, cooled and quenched with water. Then EtOAc was added and the organic layer was anidrified over Na2SO4, filtered and the solvent removed under reduced pressure to get a crude that was purified by flash chromatography using petroleum ether-EtOAc (7:3 v/v) as eluent, to obtain 0.04 g of the title compound 18o as a yellow oil (62% yield). 1H-NMR (CDCl3): 1.73 (s, 6H), 2.08 (s, 3H), 2.23 (s, 6H), 5.13 (br s, 2H), 7.32-7.36 (m, 1H), 7.42-7.46 (m, 2H), 7.91-7.93 (m, 2H), 8.29 (s, 1H). MS (ESI): m/z 338 (M+H+).

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