反应详情

To a stirred solution of 5-fluoro-1-methyl-6-(pyridin-2-ylmethoxy)-1H-pyrrolo[2,3-b]pyridine (1.00 g, 3.89 mmol) in DMF (30 mL), cooled to 15° C. under a nitrogen atmosphere, is added sodium hydroxide (0.171 g, 4.28 mmol), followed by N-bromosuccinimide (0.761 g, 4.28 mmol) portionwise over 5 minutes. After 15 minutes, the reaction is poured onto brine (ca. 50 mL) and the product extracted with CHCl3 (ca. 2×30 mL). The combined organic extracts are dried over magnesium sulphate, filtered, and concentrated in vacuo to give a brown oil. This is purified by column chromatography on silica, eluting with 0 to 100% EtOAc in hexane, to give the title compound as a light yellow solid (1.195 g, 3.55 mmol). MS (m/z): 336/338 (M+1).

1. additionthe reaction is poured onto brine (ca. 50 mL)
2. extractionthe product extracted with CHCl3 (ca. 2×30 mL)
3. dry with materialThe combined organic extracts are dried over magnesium sulphate
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customto give a brown oil
7. customThis is purified by column chromatography on silica
8. washeluting with 0 to 100% EtOAc in hexane