反应详情

A suspension of 2-(isoquinolin-5-yl)furo[2,3-c]pyridin-7-amine (5.6 g, 21.5 mmol) in DMF (250 mL) was treated with NIS (8.73 g, 38.6 mmol) added portionwise with stirring over a period of 5 min. The mixture was stirred at RT overnight. The reaction was quenched with aqueous Na2S2O3, diluted with EtOAc (1 L) and the phases separated. The organic layer was concentrated in vacuo. Water was added to the residue resulting in the formation of a solid after stirring overnight. The material was collected by filtration and the filter cake was washed with water and hexane. The material was dried over P2O5 at 50° C. in a high vacuum oven to provide 7.0 g (84%) of the title compound as a brown solid. 1H NMR (300 MHz, CDCl3+CD3OD): δ 6.92 (s, 1H), 7.70 (t, J=8.1 Hz, 1H), 7.98 (s, 1H), 8.11 (t, J=7.5 Hz, 2H), 8.20 (d, J=6.0 Hz, 1H), 8.53 (d, J=6.0 Hz, 1H), 9.24 (s, 1H).

1. additionadded portionwise
2. stirringThe mixture was stirred at RT overnight
3. customThe reaction was quenched with aqueous Na2S2O3
4. additiondiluted with EtOAc (1 L)
5. customthe phases separated
6. concentrationThe organic layer was concentrated in vacuo
7. additionWater was added to the residue
8. customresulting in the formation of a solid
9. stirringafter stirring overnight
10. filtrationThe material was collected by filtration
11. washthe filter cake was washed with water and hexane
12. dry with materialThe material was dried over P2O5 at 50° C. in a high vacuum oven