反应详情

N-(5-{5-[(hydroxyimino)methyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl)acetamide, Compound (14) (100 mg; 0.36 mmol; 1 eq.), is heated with copper acetate (3.3 mg; 0.018 mmol; 0.05 eq.) in neat pyridine (5 ml) at 75° C. for 1 hour. Reaction mixture is cooled down to room temperature and solvents are evaporated to dryness. The crude material is dissolved in dichloromethane, washed with water (10 ml) and dried over MgSO4. After evaporation of the solvents, the crude product is purified by flash chromatography using cyclohexane/ethyl acetate (90/10) as eluent. Compound (15) is obtained as a yellow powder (42 mg; 44%). 1H NMR (CDCl3, 300 MHz) δ 2.22 (s, 3H), 2.43 (s, 3H), 7.01 (d, J=6 Hz, 1H), 7.50 (d, J=6 Hz, 1H). M-(ESI): 262.3; M+(ESI): 264.3. HPLC, Rt: 3.03 min (purity: 91%).

1. customReaction mixture
2. customsolvents are evaporated to dryness
3. dissolutionThe crude material is dissolved in dichloromethane
4. washwashed with water (10 ml)
5. dry with materialdried over MgSO4
6. customAfter evaporation of the solvents
7. customthe crude product is purified by flash chromatography