C(OC(=O)[NH:10][C:11]1[CH:12]=[N:13][C:14]([CH3:18])=[C:15]([F:17])[CH:16]=1)C1C=CC=CC=1>[Pd]>[F:17][C:15]1[CH:16]=[C:11]([NH2:10])[CH:12]=[N:13][C:14]=1[CH3:18]A flask is charged with (5-fluoro-6-methyl-pyridin-3-yl)-carbamic acid benzyl ester (0.20 g, 0.23 mmol) and 10% Pd/C (0.09 g, 0.08 mmol). The atmosphere is evacuated and refilled with Ar three times. To this mixture is added MeOH (10 mL). The reaction mixture is placed under an atmosphere of H2 and stirred at room temperature for 1 h. The mixture is filtered through a syringe filter and concentrated under reduced pressure to provide 5-fluoro-6-methyl-pyridin-3-ylamine as a solid.
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