反应详情

A mixture of 1-(5-fluoro-pyridin-3-yl)-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (50 mg, 0.13 mmol), 5-aminovaleric acid (751 mg, 6.41 mmol) and NaOMe (10 mL, 5.13 mmol, 0.5 M in MeOH) was refluxed for 16 h. After cooling the mixture to r.t., the solvent was evaporated. The residue was partitioned between water and EtOAc. 1 M HCl was added with vigorous stirring until pH was ˜2. The organic layer was dried over MgSO4 and concentrated. The crude product was purified by column chromatography (5-50% EtOAc/hexanes+2% AcOH) to give 33 mg of the title compound as an off-white solid. MS: (+) m/z 476.12 (M+1).

1. temperaturewas refluxed for 16 h
2. customthe solvent was evaporated
3. customThe residue was partitioned between water and EtOAc
4. addition1 M HCl was added
5. dry with materialThe organic layer was dried over MgSO4
6. concentrationconcentrated
7. customThe crude product was purified by column chromatography (5-50% EtOAc/hexanes+2% AcOH)