反应详情

6-fluoro-2-methylquinolin-7-ol (500 mg, 1.41 mmol) (Example 119, Step B), potassium carbonate (585 mg, 4.23 mmol) and bromoethane (308 mg, 2.82 mmol) in acetone (10 mL) were stirred at 70° C. in a sealed tube for 20 hours. After dilution with water (50 mL) the reaction was extracted with DCM. The organic phases were concentrated and the residue purified by reverse phase chromatography (SP4, 25M, eluting with a gradient of water/ACN 100:0 to 0:100, 20 column volumes) to yield 7-ethoxy-6-fluoro-2-methylquinoline (190 mg, 65.6% yield) as a solid.

1. extractionAfter dilution with water (50 mL) the reaction was extracted with DCM
2. concentrationThe organic phases were concentrated
3. customthe residue purified by reverse phase chromatography (SP4, 25M
4. washeluting with a gradient of water/ACN 100:0 to 0:100, 20 column volumes)