HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoate → HCID 178437863, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoate | HCID 242 | — |
| Reactant | HCID 21846072 | HCID 21846072 | — |
| Reactant | 5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamide | HCID 22449352 | — |
| Reactant | HCID 178418582 | HCID 178418582 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178437863 | HCID 178437863 | 54% |
Reaction Steps
A mixture of 4-morpholinylethyl 3,5-di-[2-(4-morpholinyl)ethoxy]benzoate (2.0 g, 4 mmol), 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (0.45 g, 2 mmol), NaOCH3 (0.23 g, 4 mmol) and ethanol (50 ml) was refluxed for 96 hours. The reaction was incomplete so an additional equivalent of the benzoate and NaOCH3 were added and the mixture was refluxed for 48 hours. The reaction mixture was stripped to dryness, and the residue was treated with water and acidified with acetic acid. The mixture was cooled and the product was isolated by filtration and dried at 90° C. to afford 0.61 g (54%) of 1-cyclopentyl-3-ethyl-6-[3,5-di[2-(4-morpholinyl)ethoxy]phenyl]pyrazolo[3,4-d]pyrimidin-4-one, m.p. 182°-183° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05736548 |
| Source dataset | uspto-grants-1998_04 |
| ORD ID | ord-b7564e4999504d2eab89ecd7d20ccde7 |
| Source note | uspto-grants-1998_04 |