1,4-Dioxane → 4-{[cis-4-amino-3-fluoro-1-piperidinyl]methyl}3-fluoro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one

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Reaction Steps

A solution of racemic phenylmethyl {cis-3-fluoro-1-[(3-fluoro-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl]-4-piperidinyl}carbamate (1.218 g) in ethanol (20 ml)/1,4-dioxane (5 ml) was treated with 10% Pd/C (600 mg) and stirred under hydrogen at atmospheric pressure for 5 hours. After filtration through kieselguhr, the filtrate was evaporated and the residue chromatographed on silica gel, eluting with dichloromethane/methanol/0.88 aqueous ammonia, to give the desired compound (745 mg, 86%).

Provenance & Evidence