HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86704975, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86704977 | HCID 86704977 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86704975 | HCID 86704975 | — |
| Product | HCID 86704976 | HCID 86704976 | — |
Reaction Steps
To a solution of 1-[4-(benzyloxy)phenyl]-1,2-dihydro-3H-pyrazolo[3,4-b]pyridin-3-one (1.4 g) in DMF (50 ml) were added potassium carbonate (0.73 g) and iodomethane (0.75 g) at room temperature. The reaction mixture was stirred at room temperature for 2 hr, water was added, and the mixture was extracted with ethyl acetate. The organic layers were combined, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give 1-[4-(benzyloxy)phenyl]-3-methoxy-1H-pyrazolo[3,4-b]pyridine (1.1 g) and 1-[4-(benzyloxy)phenyl]-2-methyl-1,2-dihydro-3H-pyrazolo[3,4-b]pyridin-3-one (0.28 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029388B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-67741ff5bc8647f0890995b0f9fcf8a2 |
| Source note | uspto-grants-2015_05 |