反应详情

温度

120 °C

In a microwave tube, N-(5-iodo-4-methyl-1,3-thiazol-2-yl)acetamide, Intermediate 1 (564.2 mg; 2 mmol; 1 eq.) and Pd(dppf)Cl2 (73.2 mg; 0.10 mmol; 0.05 eq.) are suspended in Toluene (7 ml). A solution of potassium fluoride (464.8 mg; 8 mmol; 4 eq.) in MeOH (7 ml) is added. 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (630.3 mg; 3 mmol; 1.50 eq.) is finally added as a solid. The resulting solution is flushed with argon, the tube is closed and heated under microwave action at 120° C. for 15 minutes. The reaction mixture is filtered over Celite and the solvents are evaporated. The resulting crude product is dissolved in EtOAc, washed with water and brine and dried over MgSO4. It is then purified by preparative HPLC, affording Compound (19) as white-off solid (316.7 mg; 66% yield). 1H NMR (DMSO-d6) δ 2.12 (s, 3H), 2.35 (s, 3H), 7.28 (dd, J=1.5, 4.9 Hz, 1H), 7.58 (dd, J=1.5, 3.0 Hz, 1H), 7.67 (dd, J=3.0, 4.9 Hz, 1H), 12.09 (s, 1H). M−(ESI): 237.03; M+(ESI): 239.03. HPLC, Rt: 2.92 min (purity: 99.6%).

1. customThe resulting solution is flushed with argon
2. customthe tube is closed
3. filtrationThe reaction mixture is filtered over Celite
4. customthe solvents are evaporated
5. dissolutionThe resulting crude product is dissolved in EtOAc
6. washwashed with water and brine
7. dry with materialdried over MgSO4
8. customIt is then purified by preparative HPLC