HCID 86722893, compound → HCID 86722892, compound

Participants

Reaction Steps

A mixture of benzyl (1-(1,3-dimethyl-2,4-dioxo-5-phenyl-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)-3-hydroxypropan-2-yl)carbamate and 1,3-dimethyl-6-((2-oxooxazolidin-4-yl)methyl)-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (1.67 g) and 10% palladium on carbon (200 mg, 3.61 mmol) were suspended in ethanol (50 ml) and stirred under an atmosphere of hydrogen for 18 hours. The mixture was passed through pre-packed Celite® cartridge (10 g, filter material) and the residue washed with ethanol (20 ml). The combined filtrates were evaporated under vacuum. The residue was suspended in THF (18 ml) and water (5 ml). Lithium hydroxide (20 mg) was added and the mixture stirred at room temperature for 4 hours, then quenched with 2M HCl (aq). NaHCO3(aq) solution (20 ml) was added to achieve pH 6 and the mixture extracted with DCM (3×30 ml), passed through a hydrophobic frit and evaporated under vacuum to afford the title compound.

Provenance & Evidence