Water → HCID 178437840, compound

Participants

Reaction Steps

To a solution of 1-cyclopentyl-3-ethyl-6-(2-methoxyphenyl)-pyrazolo[3,4-d]pyrimidin-4-one (0.5 g, 1.5 mmol) in DMF (10 ml) was added NaH (0.15 g, 3.75 mmol, 60% NaH in mineral oil). The reaction mixture was stirred for 20 minutes, then propanethiol (0.228 g, 3.0 mmol) was added and the mixture was stirred at room temperature for 4 hours, then at 110° C. for 9 hours. The reaction mixture was stripped to dryness and then water (15 ml) followed by acetic acid (1 ml) were added. A precipitate formed which was collected by filtration, washed with water and recrystallized by DARCO® treatment from ethyl acetate to afford 0.28 g (58%) of 1-cyclopentyl-3-ethyl-6-(2-hydroxyphenyl)-pyrazolo[3,4-d]pyrimidin-4-one, m.p. 272-273° C., as white fibrous needles.

Provenance & Evidence