HCID 54925194, compound → HCID 66593196, compound

Participants

Reaction Steps

To a solution of 1-amino-cyclopentanecarboxylic acid adamantan-2-ylamide (220 mg) in THF (10 mL) was added borane-THF complex (4.65 mL) under argon. The mixture was then heated to reflux for 12 hours. It was then cooled and quenched with methanol (1 mL) to give a clear solution that was concentrated in vacuo. The residue was taken up in water, basified with 1 M NaOH and extracted with ethyl acetate. The organic layer was separated, dried over Na2SO4 and evaporated. The crude material was purified by flash chromatography using 0.5% NH4OH in ethyl acetate as an eluent to give adamantan-2-yl-(1-amino-cyclopentylmethyl)-amine as a colorless semisolid (155 mg). MS (ESI): 249.3 (MH+).

Provenance & Evidence