HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178437897, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 178437896 | HCID 178437896 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178437897 | HCID 178437897 | 59.3% |
Reaction Steps
To a stirred mixture of 100 mg (0.2 mmol) of 1-(2,4,6-trichlorophenyl)-3-ethyl-6-(4-bromobenzyl)pyrazolo[3,4-d]pyrimidin-4-one and 38 mg (0.25 mmol) of 4-methoxyphenylboronic acid in 10 mL of toluene, 0.5 mL of EtOH, and 2 mL of 2 M Na2CO3 was added to 5 mg of Pd(Ph3P)4. The mixture was heated to reflux overnight, poured into water, and extracted with CHCl3. The organic extract was dried (MgSO4), filtered through celite, chromatographed (elution with 5% MeOH/CH2Cl2), and recrystallized to afford 64 mg (59%) of 1-(2,4,6-trichlorophenyl)-3-ethyl-6-(4-(4-methoxyphenyl)benzyl) pyrazolo[3,4-d]pyrimidin-4-one as a pale brown powder, mp 275-277° C., Mass spec.: 537 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559152B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-342b46992e6046feb2ef9300f4ef750b |
| Source note | uspto-grants-2003_05 |