反应详情

7-Methoxy-4-((5-nitro-2-pyridyl)oxy)-6-quinolinecarboxamide (93.0 mg, 273 mmol), iron powder (76.0 mg, 1.36 mmol) and ammonium chloride (146 mg, 2.73 mmol) were heated and stirred in ethanol (4 ml)-water (1 ml) at 80° C. for 20 minutes. After completion of the reaction, the reaction mixture was filtered with celite and washed in an ethyl acetate-tetrahydrofuran mixed solvent. After washing the organic layer with water and saturated brine and drying over anhydrous magnesium sulfate, the drying agent was filtered out and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent-ethyl acetate:methanol=20:1), and the fraction containing the target substance was concentrated, suspended in ethyl acetate and diluted with hexane, after which the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (61.0 mg, 197 mmol, 72%) as yellow crystals.

1. customAfter completion of the reaction
2. filtrationthe reaction mixture was filtered with celite
3. washwashed in an ethyl acetate-tetrahydrofuran mixed solvent
4. washAfter washing the organic layer with water and saturated brine
5. dry with materialdrying over anhydrous magnesium sulfate
6. filtrationthe drying agent was filtered out
7. distillationthe filtrate was distilled off under reduced pressure
8. customThe obtained crude product
9. additionthe fraction containing the target substance
10. concentrationwas concentrated
11. additiondiluted with hexane
12. filtrationafter which the crystals were filtered out
13. washwashed with hexane
14. customblow-dried