HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-(3-benzyloxy-phenoxymethyl)-4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzyl 3-hydroxyphenyl ether | HCID 138048 | — |
| Reactant | 3-bromomethyl-4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine | HCID 57581581 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3-benzyloxy-phenoxymethyl)-4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine | HCID 57581589 | — |
Reaction Steps
A mixture of 3-bromomethyl-4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine (90.2 mg, 0.28 mmol, Example 5), 3-benzyloxy-phenol (75.2 mg, 0.36 mmol, TCl) and potassium carbonate (59.6 mg, 0.43 mmol) in dimethylformamide was stirred at room temperature overnight. The resulting mixture was concentrated under reduced pressure and the residue was dissolved in ethyl acetate, washed with water and brine, and dried and concentrated. The crude product was either used directly in the next step (described in Example 7) or purified by flash chromatography (silica gel, hexanes-ethyl acetate, 90/10 to 60/40) to give pure 3-(3-benzyloxy-phenoxymethyl)-4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine. (Yield 33 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968554B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-d70d398ada5249ec9c14f3f7715b420f |
| Source note | uspto-grants-2011_06 |