反应详情

温度

120 °C

To a solution of 5-(5-bromo-1,3-thiazol-2-yl)-2-(2-methylpropyl)benzonitrile (D91) (1.1 g), 2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (D5) (443 mg) and Cs2CO3 (1.12 g) in 1,2-dimethoxyethane (DME) (15 mL) and water (3 mL) stirred under nitrogen at room temperature was added PdCl2(dppf)-CH2Cl2 adduct (2.80 g) in one charge. The reaction vessel was sealed and heated under microwave at 120° C. for 1.5 h. After cooling the reaction, the reaction mixture was filtered through silica gel and the filtrate was washed with aqueous saturated ammonium chloride and saturated brine. The organic phase was collected and dried over anhydrous sodium sulphate. After concentration, the crude product was purified by column chromatography to give 5-[5-(2-ethyl-3-formylphenyl)-1,3-thiazol-2-yl]-2-(2-methylpropyl)benzonitrile (D92) (1.2 g). MS (ES): C23H22N2OS requires 374. found 375.1 (M+H+).

1. additioncharge
2. customThe reaction vessel was sealed
3. temperatureAfter cooling
4. customthe reaction
5. filtrationthe reaction mixture was filtered through silica gel
6. washthe filtrate was washed with aqueous saturated ammonium chloride and saturated brine
7. customThe organic phase was collected
8. dry with materialdried over anhydrous sodium sulphate
9. concentrationAfter concentration
10. customthe crude product was purified by column chromatography