反应详情

A mixture of 1-benzyl-8-bromo-5-hydroxy-2-oxo-1,2,3,4-tetrahydro-[1,7]naphthyridine-6-carboxylic acid methyl ester (140 mg, 0.36 mmol) and CuCN (64 mg, 0.72 mmol) in DMF (5 mL) was refluxed for 30 min. After the mixture was cooled to r.t., CH2Cl2 (50 mL) was added. 4M HCl was added with stirring until no solid was present. The aqueous layer was extracted with additional CH2Cl2, and the organic layers were combined and dried over MgSO4. After evaporating the solvent in vacuo, the crude residue was chromatographed (20-100 EtOAc/hexanes+2% AcOH) to give 75 mg of the title compound. MS: (+) m/z 338.03 (M+1).

1. temperaturewas refluxed for 30 min
2. extractionThe aqueous layer was extracted with additional CH2Cl2
3. dry with materialdried over MgSO4
4. customAfter evaporating the solvent in vacuo
5. customthe crude residue was chromatographed (20-100 EtOAc/hexanes+2% AcOH)