反应 #554675

反应方程式

5-(4-(Isopropylsulfonyl)phenyl)pyrazin-2-amine

N-bromosuccinimide

water

→

sub-title compound

收率 62.3%

3-Bromo-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-amine

收率 62.3%

溶剂

DMF

反应条件

后处理

1. 1
   workup.STIRRINGstirred for 5 minutes
2. 2
   其他The solid was isolated by filtration
3. 3
   洗涤washed with water
4. 4
   workup.DISSOLUTIONThe wet solid was dissolved in ethyl acetate
5. 5
   其他any insoluble material removed by filtration
6. 6
   其他The aqueous layer was separated
7. 7
   洗涤the organic phase washed with saturated aqueous Na2S2O3 (×1)
8. 8
   干燥dried (MgSO4)
9. 9
   过滤The organic extracts were filtered through a plug of Florisil (200 mesh)
10. 10
    洗涤eluting with ethyl acetate
11. 11
    浓缩The filtrate was concentrated to ca. 50 mL and resultant
12. 12
    其他precipitate
13. 13
    其他isolated by filtration
14. 14
    洗涤washed with Petroleum Ether
15. 15
    其他The solid was further dried under high vacuum

实验过程

5-(4-(Isopropylsulfonyl)phenyl)pyrazin-2-amine (10 g, 36.06 mmol) was dissolved in dry DMF (70 mL) and N-bromosuccinimide (6.418 g, 36.06 mmol) was added portionwise. The mixture was stirred at ambient temperature for 2 hours. The reaction mixture was poured into water (200 mL) and stirred for 5 minutes. The solid was isolated by filtration and washed with water. The wet solid was dissolved in ethyl acetate and any insoluble material removed by filtration. The aqueous layer was separated and the organic phase washed with saturated aqueous Na2S2O3 (×1) and dried (MgSO4). The organic extracts were filtered through a plug of Florisil (200 mesh), eluting with ethyl acetate. The filtrate was concentrated to ca. 50 mL and resultant precipitate isolated by filtration and washed with Petroleum Ether. The solid was further dried under high vacuum to give the sub-title compound as a pale orange solid (8.0 g, 62% Yield).). 1H NMR (400.0 MHz, DMSO) δ 1.17 (d, 6H), 3.41-3.49 (m, 1H), 7.16 (br s, 2H), 7.89 (d, 2H), 8.17 (d, 2H) and 8.76 (s, 1H) ppm; MS (ES+) 356.1.

来源