反应详情

温度

120 °C

A mixture of 1-benzyl-3-bromo-5-hydroxy-2-oxo-1,2-dihydro-[1,7]naphthyridine-6-carboxylic acid methyl ester (500 mg, 1.29 mmol), tributyl-phenylethynyl-stannane (0.54 mL, 1.54 mmol), and PdCl2(PPh3)2 (180 mg, 0.26 mmol) in 10 mL of DMF was heated at 120° C. for 2 h under N2 atmosphere. The mixture was cooled to r.t. and diluted with brine (10 mL) and EtOAc (40 mL). 1M HCl was added until pH was about 3. The aqueous layer was extracted with additional EtOAc, and the combined organic layer was washed with water and dried over MgSO4. After the solvent was evaporated in vacuo, the crude residue was chromatographed (0-60% EtOAc/hexanes+2% AcOH) to give 450 mg of the title compound as a yellow solid. MS: (+) m/z 411.11 (M+1).

1. temperatureThe mixture was cooled to r.t.
2. extractionThe aqueous layer was extracted with additional EtOAc
3. washthe combined organic layer was washed with water
4. dry with materialdried over MgSO4
5. customAfter the solvent was evaporated in vacuo
6. customthe crude residue was chromatographed (0-60% EtOAc/hexanes+2% AcOH)