反应详情

A mixture of 1-benzyl-5-hydroxy-2-oxo-3,8-diphenyl-1,2-dihydro-[1,7]naphthyridine-6-carboxylic acid methyl ester (70 mg, 0.15 mmol), glycine (2.73 g, 36 mmol) and NaOMe solution (55 mL, 27 mmol, 0.5 M in MeOH) was refluxed for 16 h. After the mixture was cooled to r.t., the solvent was evaporated in vacuo. The residue was dissolved in saturated NaHCO3 and washed with ether. The aqueous layer was acidified with 4 M HCl, and the resulting mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated. The solid obtained was further purified by silica gel chromatography (0-70% EtOAc/hexanes+2% AcOH) to give 36 mg of the title compound. MS: (+) m/z 506.13 (M+1).

1. temperaturewas refluxed for 16 h
2. customthe solvent was evaporated in vacuo
3. dissolutionThe residue was dissolved in saturated NaHCO3
4. washwashed with ether
5. extractionthe resulting mixture was extracted with EtOAc
6. dry with materialThe organic layer was dried over MgSO4
7. concentrationconcentrated
8. customThe solid obtained
9. customwas further purified by silica gel chromatography (0-70% EtOAc/hexanes+2% AcOH)