反应详情

温度

150 °C

A mixture of 7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester (30 mg, 0.090 mmol), 3-amino-2,2-dimethyl-propionic acid TFA salt (83 mg, 0.36 mmol) and NaOMe (39 mg, 0.72 mmol) in 2 mL of EtOH was heated at 150° C. for 3 h in a CEM microwave reactor. The solvent was evaporated in vacuo, and the residue was partitioned between EtOAc and water. 1 M HCl was added with vigorous stirring until pH was about 2. The organic layer was dried over MgSO4 and concentrated. The residue was chromatographed (5-40% EtOAc/hexanes+2% AcOH) to give a crude solid. The solid was dissolved in saturated NaHCO3 and washed with ether. 1 M HCl was added to the aqueous layer until pH was about 2, and the resulting suspension was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to give 24 mg of the title compound. MS: (+) m/z 421.02 (M+1).

1. customThe solvent was evaporated in vacuo
2. customthe residue was partitioned between EtOAc and water
3. addition1 M HCl was added
4. dry with materialThe organic layer was dried over MgSO4
5. concentrationconcentrated
6. customThe residue was chromatographed (5-40% EtOAc/hexanes+2% AcOH)
7. customto give a crude solid
8. washwashed with ether
9. addition1 M HCl was added to the aqueous layer until pH was about 2
10. extractionthe resulting suspension was extracted with EtOAc
11. dry with materialThe organic layer was dried over MgSO4
12. concentrationconcentrated