反应详情

To a solution of 7-(4-fluoro-phenyl)-imidazo[1,2-a]pyridine (13.0 g, 61.3 mmol) in N,N-dimethylformamide (100 mL) stirring under a nitrogen atmosphere at ambient was added N-iodosuccinimide (14.5 g, 64.4 mmol). The reaction mixture was stirred for 2 h and then poured into water (1 L) and stirred for a further 30 min. The solid obtained was collected by filtration, washed with water and air dried on the filter. The solid was triturated with ether, collected by filtration and dried under vacuum at 50° C. The solid obtained was partitioned between water and EtOAc. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. The solid thus obtained was partitioned between aqueous sodium thiosulphate solution and EtOAc. The organic layer was washed with brine, dried (MgSO4) and concentrated under reduced pressure. The product was triturated with EtOAc, collected by filtration and air-dried to afford 6.0 g (29%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 8.23 (1H, d), 7.91 (1H, s), 7.78 (1H, s), 7.67 (2H, dd), 7.28 (1H, d), 7.22 (2H, t). A further crop of product (11.0 g) containing minor impurities was obtained by evaporating the filtrates under reduced pressure, triturating with petrol/EtOAc and collection by filtration.

1. stirringstirred for a further 30 min
2. customThe solid obtained
3. filtrationwas collected by filtration
4. washwashed with water and air
5. customdried on the filter
6. customThe solid was triturated with ether
7. filtrationcollected by filtration
8. customdried under vacuum at 50° C
9. customThe solid obtained
10. customwas partitioned between water and EtOAc
11. washThe organic layer was washed with brine
12. dry with materialdried (MgSO4)
13. filtrationfiltered
14. concentrationconcentrated under reduced pressure
15. customThe solid thus obtained
16. customwas partitioned between aqueous sodium thiosulphate solution and EtOAc
17. washThe organic layer was washed with brine
18. dry with materialdried (MgSO4)
19. concentrationconcentrated under reduced pressure
20. customThe product was triturated with EtOAc
21. filtrationcollected by filtration
22. customair-dried