反应详情

温度

65 °C

To a 250 ml three necked round bottom flask, potassium tert-butoxide (4.2 g, 0.037 mole) was taken in THF (50 ml). To this, 5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine (10.0 g, 0.037 mole) in THF (50 ml) was added dropwise at RT over 20 min under nitrogen atmosphere and the reaction mixture was stirred for 30 min at same temperature and 60 min at 65° C. The completion of the reaction was monitored by TLC using hexanes:ethyl acetate (8:2) as a mobile phase. After completion of the reaction, the reaction mixture was cooled to RT and diluted with ethyl acetate, filtered through high flow. Filtrate was collected and washed with water. The layers were separated and the aq. layer was re-extracted with ethyl acetate. The combined organic layer was dried over Na2SO4, filtered, and concentrated to afford crude product which was subjected for the column purification. The crude compound was purified using column purification by eluting the compound with 15-20% ethyl acetate in hexanes to yield 4.3 g of 2-bromo-5H-pyrrolo[2,3-b]pyrazine.

1. customAfter completion of the reaction
2. temperaturethe reaction mixture was cooled to RT
3. filtrationfiltered through high flow
4. customFiltrate was collected
5. washwashed with water
6. customThe layers were separated
7. extractionthe aq. layer was re-extracted with ethyl acetate
8. dry with materialThe combined organic layer was dried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated
11. customto afford crude product which
12. customwas subjected for the column purification
13. customThe crude compound was purified
14. customcolumn purification
15. washby eluting the compound with 15-20% ethyl acetate in hexanes