6-Methyl-3-nitro-5,6,7,8-tetrahydro-1,6-naphthyridine → 3-Amino-5,6,7,8-tetrahydro-6-methyl-1,6-naphthyridine

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Reaction Steps

6-Methyl-3-nitro-5,6,7,8-tetrahydro[1,6]naphthyridine (2.72 g, 1.41 mmol) was dissolved in methanol (100 ml) and treated with 10% palladium on carbon (1.0 g). The mixture was hydrogenated for 2 h. The catalyst was removed by filtration through Celite, the filter bed washed with methanol and the filtrate evaporated to dryness under reduced pressure to give a yellow solid, which was triturated under diethyl ether and the solids collected by filtration, washed with diethyl ether and dried in vacuo (1.89 g, 83%)

Provenance & Evidence