Reaktion #63033

Reaktionsgleichung

nitrile

1-[N-(2-cyanoethyl)tetradecanamido]-5-(4,6-dimethyl-2-pyrimidylamino)-pentane

→

product XV

1-[N-(3-aminopropyl)tetradecanamido]-5-(4,6-dimethyl-2-pyrimidylamino)pentane

Lösungsmittel

NH3

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAdditional catalyst (about 2×) and solvent were added
2. 2
   workup.WAITthe hydrogenation continued overnight
3. 3
   FiltrationThe catalyst was filtered off
4. 4
   Sonstigethe solvents removed under vacuum

Vorschrift

The nitrile (XIV) (330 mg) was dissolved in 5 ml of 10% conc. NH3 in ethanol to which was added a spatula tip full of 5% Rh on alumina. After 5 hours stirring under 1 atm H2, there was no reaction indicated by tlc or H2 uptake. Additional catalyst (about 2×) and solvent were added and the hydrogenation continued overnight. The catalyst was filtered off and the solvents removed under vacuum to yield the product XV.

Quelle