[OH-].[Na+].[CH2:3]([O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[C:16]1[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=1)[C:9]([O:11]C)=[O:10])[CH3:4].O.Cl>CCOC(C)=O.CCCCCC>[CH2:3]([O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[C:16]1[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=1)[C:9]([OH:11])=[O:10])[CH3:4]Aqueous 5 N sodium hydroxide solution (0.6 mL, 3.0 mmol) was added to a methano chloroform (1/1) solution (5 mL) of methyl 3-ethoxy-4-(1-methylpyrazol-4-yl)benzoate (149 mg, 0.57 mmol), and stirred overnight at room temperature. 5 N hydrochloric acid water (0.6 mL, 3.0 mmol) was added to the reaction liquid. The aqueous layer was extracted twice with chloroform, washed with saturated saline water, and dried with magnesium sulfate. The solution was filtered and concentrated under reduced pressure to obtain the title compound as a white solid.
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