Water → HCID 178437838, compound

Participants

Reaction Steps

A mixture of 1-cyclopentyl-3-ethyl-6-[2-(ethoxycarbonylmethoxy)pheny]pyrazolo[3,4-d]pyrimidin-4-one (3.0 g, 7.3 mmol), K2CO3 (3.04 g), water (20 ml) and ethanol (50 ml) was refluxed for 1.5 hours. The reaction mixture was cooled, the solvent was removed in vacuo and the residue was slurried with water and acidified. A precipitate formed which was collected by filtration, recrystallized from isopropanol and dried at 90° C. The solid was dissolved in 10% K2CO3 (100 ml), treated with DARCO®, filtered and the filtrate was acidified with acetic acid. A precipitate formed which was collected by filtration and dried at 110° C. The solid product was combined with the solid product obtained from a similar experimental run, stirred with 6N HCL (100 ml), filtered and dried with P2O5 at 100° C. under vacuum to afford 2.09 g of 1-cyclopentyl-3-ethyl-6-[2-(carboxymethoxy)phenyl]pyrazolo[3,4-d]pyrimidin-4-one 1/2 hydrate, m.p. 208-209° C.

Provenance & Evidence