[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]#[N:10])=[N:6][C:7]=1[CH3:8].Cl.[H][H]>CO.[Pd]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:9][NH2:10])=[N:6][C:7]=1[CH3:8]To a solution of compound 3 in Scheme 4-3 (58 mg, 0.44 mmol) in MeOH (5 mL) and 6N HCl (1 mL) was added Pd/C (10 mg) at room temperature, the mixture was filled with hydrogen for three times and stirred overnight. The reaction mixture was filtered through celite and washed with MeOH and the filtrate was concentrated. The residue was concentrated to give compound 4 as a dark brown solid.
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