Acetic Acid → HCID 135730592, compound

Participants

Reaction Steps

The title compound from example 88 (266 mg, 0.69 mmol) was dissolved in glacial acetic acid (10 ml) and the vessel charged with 5% Pd on carbon (20 mg) and stirred under hydrogen (60 psi) for 14 h. The catalyst was removed by filtration (Arbocel*) and the residue concentrated in vacuo. The residue was taken up in water (5 ml), basified to pH 8 (5% NaHCO3 solution) and extracted with methylene chloride (3×20 ml). Combined organic extracts were washed with brine (20 ml), dried over MgSO4, reduced in vacuo and purified by column chromatography (first with 98:2 methylene chloride:methanol as eluant, then 30:70:1 ethyl acetate:pentane:0.88 ammonia). 5-[5-amino-2-(cyclobutyloxy)-3-pyridinyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one was obtained (70 mg, 0.19 mmol) together with N-[6-(cyclobutyloxy)-5-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-3-pyridinyl]acetamide (34 mg, 0.09 mmol).

Provenance & Evidence