反応 #1121779

反応方程式

2-amino-3-bromo-5-phenylpyrazine

2-Amino-3-Bromo-5-phenylpyrazine

2-mercaptobenzothiazol

sodium hydride

→

title compound 18p

収率 23.0%

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

収率 23.0%

溶媒

DMF

反応条件

後処理

1. 1
   その他The solvent was removed under reduced pressure
2. 2
   workup.ADDITIONthe crude was diluted with dichloromethane
3. 3
   洗浄washed with water
4. 4
   ろ過filtered
5. 5
   その他the solvent removed under reduced pressure
6. 6
   その他to get a crude that
7. 7
   その他was purified by flash chromatography

実験手順

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).

出典