反应 #1121779

反应方程式

2-amino-3-bromo-5-phenylpyrazine

2-Amino-3-Bromo-5-phenylpyrazine

2-mercaptobenzothiazol

sodium hydride

→

title compound 18p

收率 23.0%

2-Amino-3-(benzo[d]thiazol-2-ylthio)-5-phenylpyrazine

收率 23.0%

溶剂

DMF

反应条件

后处理

1. 1
   其他The solvent was removed under reduced pressure
2. 2
   workup.ADDITIONthe crude was diluted with dichloromethane
3. 3
   洗涤washed with water
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 2-mercaptobenzothiazol (0.07 g, 0.4 mmol) in dry DMF (7 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 110° C. for 4 h. The solvent was removed under reduced pressure and the crude was diluted with dichloromethane, washed with water. Then 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 dichloromethane-EtOAc (9:1 v/v) to get 15 mg of title compound 18p as a pale yellow solid (yield 23%). 1H-NMR (CDCl3): 5.36 (br s, 2H), 7.28-7.47 (m, 6H), 7.59-7.76 (m, 1H), 7.91-7.93 (m, 2H), 8.53 (s, 1H). MS (ESI): m/z 359 (M+Na1).

来源