HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 6-Bromo-1-methyl-1H-pyrazolo(4,3-b)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 6-Bromo-1H-pyrazolo[4,3-b]pyridine | HCID 40152259 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Bromo-1-methyl-1H-pyrazolo(4,3-b)pyridine | HCID 40152261 | — |
Reaction Steps
To a solution of 6-bromo-1H-pyrazolo[4,3-b]pyridine (200 mg, 1.01 mmol) in DMF (5 mL) was added cesium carbonate (494 mg, 1.515 mmol). The reaction solution was stirred at room temperature for 5 minutes, iodomethane (215 mg, 1.515 mmol) was added. The reaction solution was stirred for 2 h and quenched with water. Volatiles were removed and the residue partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4), filtered and concentrated to give crude product which was purified by chromatographic column to afford the desired product 6-bromo-1-methyl-1H-pyrazolo[4,3-b]pyridine. LCMS-ESI+: calc'd for C7H6BrN3: 211.98 (M+H+); Found: 212.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987250B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-ae6a7debd9ff440ab21e22edd6428dfe |
| Source note | uspto-grants-2015_03 |