反应详情

To solution of 2-fluoro-4-iodoaniline (0.82 g, 3.46 mmol) in THF (10 mL) at −78° C. LiHMDS (6.00 mL, 6.60 mmol) was added. After stirring for 15 min, 2,6-difluoronicotinic acid (0.50 g, 3.14 mmol) was added to the mixture. The mixture was allowed to warm to room temperature until completion. The mixture was washed with NaOH (1N) and extracted with ether. The aqueous layer was acidified with concentrated HCl and back-extracted with ethyl acetate. The organic layer was concentrated to afford product. Second crop of product was obtained by purifying the THF/ether layer with silica gel chromatography. LC/MS [Method B: rt. 9.09 min, m/z 377 (M+1)].

1. customat −78° C
2. washThe mixture was washed with NaOH (1N)
3. extractionextracted with ether
4. extractionback-extracted with ethyl acetate
5. concentrationThe organic layer was concentrated
6. customto afford product
7. customSecond crop of product was obtained
8. customby purifying the THF/ether layer with silica gel chromatography
9. customLC/MS [Method B: rt. 9.09 min, m/z 377 (M+1)]