4-Benzylpiperidine → HCID 22353453, compound

Participants

Reaction Steps

Methyl [(6-{[2-(acetylamino)ethyl]amino}-2-phenylpyrimidin-4-yl)amino](oxo)acetate (50 mg) was dissolved in DMSO (420 μl) with stirring. To this were added 4-benzylpiperidine (74 μl) and activated powdered 4 angstrom molecular sieves and the mixture left to stir at room temperature for 5 hrs. After this time the reaction was filtered and first dichloromethane (1.6 ml) then PS-NCO (0.58 g) were added and the mixture left to stir for 1 hr. The resulting slurry was filtered, then partitioned between dichloromethane (20 ml) and water (20 ml), and the aqueous layer extracted with dichloromethane (2×20 ml). The combined organics were dried over magnesium sulfate, filtered and the solvent removed in vacuo. Further purification via column chromatography on silica gel eluting with a mixture of dichloromethane and methanol (94:6 v/v) furnished the title compound (33 mg).

Provenance & Evidence