[N-]=[N+]=[N-].[N:4]([C:7]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([CH3:17])[CH:11]=1)([CH3:9])[CH3:8])=[N+]=[N-]>CO.O.[Pt](=O)=O>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C:7]([NH2:4])([CH3:8])[CH3:9])=[CH:11][C:12]=1[CH3:17]A solution of azide INT 21 (4.58 g, 21.84 mmol) in MeOH (100 mL) was hydrogenated at room temperature under atmospheric pressure for 6 hours in the presence of platinum dioxide hydrate (268 mg, 1.1 mmol). The mixture was filtered through Celite and concentrated. The crude was used without further purification.
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