Methyl 2-[(3-hydroxypropyl)amino]-3-nitrobenzoate → Methyl 3-amino-2-[(3-hydroxypropyl)amino]benzoate

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Reaction Steps

To a solution of methyl 2-[(3-hydroxypropyl)amino]-3-nitrobenzoate (86.6 g, 0.341 mol) in tetrahydrofuran (1000 mL) was added 10% palladium on carbon (50% wet; 8.70 g), and the mixture was purged with hydrogen and stirred under balloon pressure hydrogen at room temperature for 23 hr. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give the title compound as a brown oil (59.8 g, 0.267 mol, 78%).

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