反应 #1121780

反应方程式

2-amino-3-bromo-5-phenylpyrazine

2-Amino-3-Bromo-5-phenylpyrazine

phenol

sodium hydride

→

title compound 18q

收率 62.0%

2-Amino-5-phenyl-3-phenoxypyrazine

收率 62.0%

溶剂

DMF

反应条件

后处理

1. 1
   温度the mixture refluxed for 20 h
2. 2
   温度cooled
3. 3
   萃取extracted with EtOAc
4. 4
   洗涤The organic layer was washed with water
5. 5
   过滤filtered
6. 6
   其他the solvent removed under reduced pressure
7. 7
   其他to get a crude that
8. 8
   其他was purified by flash chromatography

实验过程

To a cooled solution of phenol (0.07 mL, 0.80 mmol) in dry DMF (5 mL), sodium hydride (NaH) (0.02 g, 0.80 mmol) was added and the resulting mixture was cooled at 5-10° C. and stirred for 15 min. After this time 2-amino-3-bromo-5-phenylpyrazine 17b (0.25 g, 1.00 mmol) was added and the mixture refluxed for 20 h, cooled and extracted with EtOAc. The organic layer was washed with water, anidrified over Na2SO4, filtered and the solvent removed under reduced pressure to get a crude that was purified by flash chromatography using dichloromethane-EtOAc (70:30 v/v) as eluent, to obtain 0.13 g of the title compound 18q as a pink solid (mp 129-131° C., 62% yield). 1H-NMR (CDCh): 5.04 (br s, 2H), 7.28-7.43 (m, 8H), 7.69-7.73 (m, 2H), 8.18 (s, 1H). MS (ESI): m/z 264 (M+H+).

来源