1-(2,2-Dimethylpropyl)-5-nitro-1H-1,2,3-benzotriazole → 1-(2,2-Dimethylpropyl)-1H-1,2,3-benzotriazol-5-amine

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Reaction Steps

1-(2,2-Dimethylpropyl)-5-nitro-1H-1,2,3-benzotriazole (2-3) (4.46 g, 19.04 mmol, 1.0 equiv) was dissolved in ethanol (50 ml) and flushed with nitrogen, then charged with 10% Pd/C (2.026 g, 1.904 mmol, 0.1 equiv). The mixture was sparged under hydrogen (1 atm) and stirred at room temperature for 5 hrs. The mixture was filtered through a pad of Celite and the residue was washed with MeOH. The filtrate was concentrated to give the crude 1-(2,2-dimethylpropyl)-1H-1,2,3-benzotriazol-5-amine (2-4 LRMS m/z (M+H) 205.0 found, 205.3 required.

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