Diethyl Malonate → HCID 178439635, compound

Participants

Reaction Steps

Sodium (1.58 g, 68.7 mmol) was dissolved in EtOH (250 mL) and to this solution was added 4-isopropyl-1H-pyrazol-5-amine (7.17 g, 57 mmol) and diethyl malonate (10.2 mL, 63 mmol). The solution was heated under reflux for 16 h, cooled to rt and concentrated in vacuo. The residue was dissolved in water (60 mL) and acidified to pH=3 with 2 M HCl and the formed precipitate collected by filtration. 3-Isopropyl-5,7-dihydroxypyrazolo[1,5-α]pyrimidine was obtained as an off-white solid (8.10 g, 35% over three steps). M.p. 242-243° C. (ethanol).

Provenance & Evidence