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ChemicalBook CAS DataBase List 6-BROMO-2-FLUORO-3-METHOXYPYRIDINE
850142-73-3

6-BROMO-2-FLUORO-3-METHOXYPYRIDINE synthesis

3synthesis methods
-

Yield: 74%

Reaction Conditions:

with potassium carbonate in acetoneReflux;

Steps:

134.2 Step 2: preparation of 6-bromo-2-fluoro-3-methoxypyridine
To a stirring solution of 6-bromo-2-fluoropyridin-3-ol (8.80 g, 45.8 mmol) in acetone (150 mL), potassium carbonate (12.67 g, 91.67 mmol) and iodomethane (5.71 mL, 91.7 mmol) were added. The resulting mixture was stirred under reflux overnight. The contents were filtered and the solvent removed in vacuo to give a residue which was purified by automated normal-phase chromatography (0-30% EtOAc/heptane) to give 6-bromo-2-fluoro-3-methoxypyridine (7.00 g, 34.0 mmol, 74% yield) as a white solid. MS (ES+) m/z 206.0 [M+H]+.
XH NMR (400 MHz, CDCI3) δ ppm 7.27 - 7.34 (m, 1H), 7.20 (dd, 1H), 3.88 - 3.95 (m, 3H).

References:

LIEBER INSTITUTE FOR BRAIN DEVELOPMENT;BARROW, James;ERNST, Glen;SWINNEN, Dominique;MONTEL, Florian;DEFAYS, Sabine WO2017/91818, 2017, A1 Location in patent:Page/Page column 177

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