反应详情

温度

100 °C

A mixture of ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromoquinoline-2-carboxylate (250 mg, 0.58 mmol), 1-methylpiperazin-2-one (130 mg, 1.2 mmol), Pd(OAc)2 (20 mg), dicyclohexyl(2′,6′-diisopropoxybiphenyl-2-yl)phosphine (41 mg, 0.087 mmol), and K3PO4 (490 mg, 2.3 mmol) in tert-butyl alcohol (8 mL) was purged with nitrogen then heated at 100° C. in a sealed vial for 3 h. The mixture was then allowed to cool and EtOAc and water were added. The resulting layers were separated and organic layer was concentrated under reduced pressure. To the resulting bright-yellow solid, 2 mL of dioxane, 2 mL of 2 M NaOH were added. The mixture was heated in 80° C. oil bath with stirring for 0.5 h, then allowed to cooled and neutralized with 4 mL of with 1 M HCl. The red solid formed was collected by filtration and air-dried overnight to give the sub-title compound (24 mg, 9.5%). LCMS calc. for C26H33N8O2 [M+H]+: m/z=489.3. found: 435.2.

1. customwas purged with nitrogen
2. temperatureto cool
3. additionEtOAc and water were added
4. customThe resulting layers were separated
5. concentrationorganic layer was concentrated under reduced pressure
6. additionTo the resulting bright-yellow solid, 2 mL of dioxane, 2 mL of 2 M NaOH were added
7. temperatureThe mixture was heated in 80° C. oil bath
8. temperatureto cooled
9. customThe red solid formed
10. filtrationwas collected by filtration
11. customair-dried overnight