反应详情

A mixture of 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (110 mg, 0.34 mmol) and 3-amino-butyric acid (354 mg, 3.4 mmol) (Sigma-Aldrich Corp., St. Louis Mo.) in 0.5 M NaOMe/MeOH solution (5.4 mL<2.72 mmol) was refluxed overnight and then microwaved at 120° C. for 2 h. Reaction mixture was concentrated and residue was dissolved in water (60 mL). It was acidified by 1 N HCl to pH=3-4. Precipitate was collected, rinsed with water and dried. The crude product was purified by silica gel chromatography, eluting with 5-100% EtOAc (with 0.075% acetic acid)/hexane (with 0.1% acetic acid). White solid was crystallized from fractions containing the desired produce. Solid was collected and rinsed with EtOAc and dried in vacuo to provide the title compound 5.1 mg (0.013 mmol) in 3.8% yield. LC-MS ESI−: 390.01 (M−1)−.

1. temperaturewas refluxed overnight
2. custommicrowaved at 120° C. for 2 h
3. customReaction mixture
4. concentrationwas concentrated
5. dissolutionresidue was dissolved in water (60 mL)
6. customPrecipitate was collected
7. washrinsed with water
8. customdried
9. customThe crude product was purified by silica gel chromatography
10. washeluting with 5-100% EtOAc (with 0.075% acetic acid)/hexane (with 0.1% acetic acid)
11. customWhite solid was crystallized from fractions
12. additioncontaining the
13. customdesired produce
14. customSolid was collected
15. washrinsed with EtOAc
16. customdried in vacuo