HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-[2-Butoxy-5-(2-furyl)-3-pyridinyl]-3-ethyl-2-(2-methoxyethyl)-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Furan-2-boronic acid | HCID 2734357 | — |
| Reactant | 5-(2-Butoxy-5-iodo-3-pyridinyl)-3-ethyl-2-(2-methoxyethyl)-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one | HCID 135456031 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | 5-[2-Butoxy-5-(2-furyl)-3-pyridinyl]-3-ethyl-2-(2-methoxyethyl)-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one | HCID 136388379 | 69.1% |
Reaction Steps
Pd(PPh3)4 (46.5 mg, 0.04 mmol) was added to a stirred mixture of potassium carbonate (55 mg, 0.40 mmol), 2-furylboronic acid (54 mg, 0.48 mmol) and the title compound of Example 1 (200 mg, 0.40 mmol) in degassed dioxan/water (10 mL of 4:1 mixture). The mixture was heated at reflux for 2 h and cooled. The solvent was removed in vacuo and the residue triturated with ethyl acetate to give an orange solid. Purification by flash column chromatography (elution with 50:1 dichloromethane/methanol) gave the title compound as a cream solid (121 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06756373B1 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-62af971fda8f459baa0730747a0f9432 |
| Source note | uspto-grants-2004_06 |