Dimethylformamide → HCID 86664267, 화합물
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CN(C=O)C.[Cl:6][C:7]1[C:12]([OH:13])=[CH:11][C:10]([F:14])=[CH:9][N:8]=1.[OH-].[Na+].[CH3:17][O:18][CH2:19]Cl>O.C(OCC)C>[Cl:6][C:7]1[C:12]([O:13][CH2:17][O:18][CH3:19])=[CH:11][C:10]([F:14])=[CH:9][N:8]=1CN(C=O)C.[Cl:6][C:7]1[C:12]([OH:13])=[CH:11][C:10]([F:14])=[CH:9][N:8]=1.[OH-].[Na+].[CH3:17][O:18][CH2:19]Cl>O.C(OCC)C>[Cl:6][C:7]1[C:12]([O:13][CH2:17][O:18][CH3:19])=[CH:11][C:10]([F:14])=[CH:9][N:8]=1A DMF (10 ml) solution of 2-chloro-5-fluoro-3-hydroxypyridine (500 mg) was cooled to 0° C. Sodium hydroxide (60% oil dispersion: 149 mg) was added to the reaction solution, and the obtained mixture was stirred at 0° C. for 15 minutes. Chloromethyl methyl ether (293 ul) was added to the reaction solution at the same temperature as described above, and the obtained mixture was heated to room temperature and stirred for 1 hour. Diethyl ether and water were added to the reaction solution, and the organic layer was successively washed with water and a saturated sodium chloride aqueous solution. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 7:3), so as to obtain the title compound (598 mg).
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