反应详情

A mixture (2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)phenol (0.150 g, 0.501-mmol), potassium carbonate (0.208 g, 1.50 mmol), 1-(bromomethyl)benzene (0.0857 g, 0.501 mmol), and DMF (2 mL) was stirred overnight at room temperature. The reaction mixture was partitioned between ethyl acetate and water, and the ethyl acetate was washed with water and brine, dried and concentrated. The residue was purified via MPLC (Biotage) eluting with 7:3 hexane:ethyl acetate to afford the free base. The free base was dissolved in ether (4 mL) and 1M HCl in ether (1 mL) was added. The mixture was diluted with hexanes (5 mL) and triturated. The solids were collected by filtration, washed with hexanes, and dried to afford the desired product (0.075 g, 35.1% yield) as a white powder. 1H NMR (d6-DMSO) δ 10.5 (bs, 1H), 8.24 (d, 1H), 7.33-7.47 (m, 6H), 6.98 (d, 1H), 6.90 (s, 1H), 6.80 (d, 1H), 6.58-6.60 (m, 3H), 5.13 (s, 2H), 2.25 (s, 3H).

1. customThe reaction mixture was partitioned between ethyl acetate and water
2. washthe ethyl acetate was washed with water and brine
3. customdried
4. concentrationconcentrated
5. customThe residue was purified via MPLC (Biotage)
6. washeluting with 7:3 hexane
7. customethyl acetate to afford the free base
8. customtriturated
9. filtrationThe solids were collected by filtration
10. washwashed with hexanes
11. customdried