The reaction of adamantan-1-amine (I) with HNO3 and H2SO4 gives 3-nitroadamantan-1-amine (II), which is hydrolyzed with KOH in hot water to yield 3-hydroxyadamantan-1-amine (III). On the other hand, the reaction of chloroacetyl chloride (IV) with L-prolinamide (V) by means of K2CO3 in THF gives 1-(chloroacetyl)-L-prolinamide (VI), which is treated with trifluoroacetic anhydride in THF to yield the corresponding nitrile (VII). Finally 3-hydroxyadamantan-1-amine (III) is condensed with the 1-(chloroacetyl)-L-prolinenitrile (VII) by means of K2CO3 in dichloromethane to afford the target adamantane derivative.