反应详情

温度

120 °C

A mixture of 1-benzyl-8-bromo-5-hydroxy-2-oxo-1,2,3,4-tetrahydro-[1,7]naphthyridine-6-carboxylic acid methyl ester (145 mg, 0.37 mmol), tetramethyltin (0.3 mL, 1.85 mmol), and PdCl2(PPh3)2 (52 mg, 0.074 mmol) in DMF (5 mL) was heated at 120° C. under nitrogen atmosphere for 2 h. After the mixture was cooled to r.t., EtOAc (50 mL) and brine (10 mL) were added. 1M HCl was added until pH about 3. The aqueous layer was extracted with additional EtOAc, and the organic layers were combined and washed with water and dried over MgSO4. After the solvent was evaporated in vacuo, the crude product was chromatographed (0-60% EtOAc/hexanes+2% AcOH) to give 96 mg of the title compound. MS: (+) m/z 327.11 (M+1).

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