反应详情

温度

120 °C

To a solution of 2-bromobenzaldehyde (0.063 mL, 0.54 mmol) in DMF (5 mL) and H2O (1 mL) are added 2-methylthiazole-4-boronic acid pinacol ester (122 mg, 0.54 mmol), Pd(PPh3)4 (63 mg, 0.054 mmol) and K2CO3 (112 mg, 0.81 mmol) at room temperature. The solution is heated to 120° C. for 1 hour in a microwave reactor. The reaction is cooled down and 3-mercaptopropyl-functionalized silica gel (500 mg) is added. The solution is stirred for 15 minutes and is filtered. The filtrate is washed with H2O (10 mL) and is extracted with EtOAc (3×15 mL). The combined organic layer is dried (MgSO4), filtered and concentrated. The residue is purified by silica gel flash chromatography eluting with 50% EtOAc in heptane to afford 2-(2-methyl-thiazol-4-yl)-benzaldehyde (58 mg, 53%) as a white foam.

1. temperatureThe reaction is cooled down
2. addition3-mercaptopropyl-functionalized silica gel (500 mg) is added
3. filtrationis filtered
4. washThe filtrate is washed with H2O (10 mL)
5. extractionis extracted with EtOAc (3×15 mL)
6. dry with materialThe combined organic layer is dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customThe residue is purified by silica gel flash chromatography
10. washeluting with 50% EtOAc in heptane