Diethyl Malonate → HCID 178516615, compound

Temperature

80 °C

To 1H-pyrazol-3-amine (12.3 g, 148.0 mmol) in EtOH (50 mL) was added diethyl malonate (25.0 mL, 164.7 mmol), 21 wt % NaOEt in EtOH (110 mL, 294.6 mmol) and additional EtOH (50 mL). The resulting reaction mixture was then heated at 80° C. under an atmosphere of argon for 16 hours, at which time the reaction was allowed to cool to room temperature. The reaction mixture was then concentrated in vacuo until almost dry, before H2O (500 mL) was added. Vigorous stirring aided the dissolution of solids, at which time conc. HCl was added until pH˜2 was attained (precipitate formed). The precipitate was collected and dried by vacuum filtration giving pyrazolo[1,5-a]pyrimidine-5,7-diol (Int-9a) as a tan solid (17.13 g, 113.4 mmol, 77%).

1. customThe resulting reaction mixture
2. temperatureto cool to room temperature
3. concentrationThe reaction mixture was then concentrated in vacuo
4. dry with materialuntil almost dry, before H2O (500 mL)
5. additionwas added
6. dissolutionthe dissolution of solids
7. additionat which time conc. HCl was added until pH˜2
8. custom(precipitate formed)
9. customThe precipitate was collected
10. customdried by vacuum filtration

ORD record

ord-3d0e6a4916b04deb9b074d3cc1c506fc

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08609675B2