Benzyl 3-[5-(3-{[(benzyloxy)carbonyl]amino}prop-1-ynyl)pyridin-2-yl]prop-2-ynylcarbamate → 3-[5-(3-Aminopropyl)pyridin-2-yl]propylamine

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Reaction Steps

A solution of 2,5-di(3-benzyloxycarbonylaminoprop-1-ynyl)pyridine (8-1) (8.0 g) in methanol (160 mL) was hydrogenated under 20 psi of hydrogen gas pressure in the presence of 5%-Pd/Al2O3 (1.1 g) for 16 hours. The catalyst was filtered through Solka-flok and washed with methanol. The filtrate and wash were combined and concentrated under reduced pressure to give 12-1 (3.56 g) as a crystalline compound; m.p. 116-119° C.

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