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 (204 mg, 0.52 mmol), tetramethyltin (0.22 mL, 1.57 mmol), and PdCl2(PPh3)2 (74 mg, 0.10 mmol) in 5 mL of DMF was heated at 120° C. for 1 h under N2 atmosphere. Additional tetramethyltin (0.22 mL, 1.57 mmol) was added and the mixture was heated for 1 h at the same temperature. The mixture was cooled to r.t. and diluted with brine (10 mL) and EtOAc (40 mL). 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 125 mg of the title compound as a pale yellow solid. MS: (+) m/z 325.05 (M+1).

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