反应详情

温度

30 °C

Sodium hydride (54 mg, 1.35 mmol) was added to a solution of 4-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxyquinolin-2(1H)-one (380 mg, 1.08 mmol) and DMSO (20 ml) at rt under N2. After 1 h, ethyl 6-bromohexanoate (770 mg, 3.45 mmol) was added, and the mixture was heated at 30° C. for 5 h. The reaction was quenched with drops of water, poured into 0.5 M KH2PO4, and extracted with EtOAc (100 mL×3). The combined extracts were washed with water and then brine, dried, filtered, concentrated, and purified by silica gel chromatography (ethyl acetate: pet. ether) to give ethyl 6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-1,2-dihydroquinolin-8-yloxy)hexanoate: MS (ESI): 494.0.

1. customThe reaction was quenched with drops of water
2. additionpoured into 0.5 M KH2PO4
3. extractionextracted with EtOAc (100 mL×3)
4. washThe combined extracts were washed with water
5. dry with materialbrine, dried
6. filtrationfiltered
7. concentrationconcentrated
8. custompurified by silica gel chromatography (ethyl acetate: pet. ether)