HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 5-(2-Fluoropyridin-3-yl)-1-methylazepan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-(2-Fluoropyridin-3-yl)azepan-2-one | HCID 59326834 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(2-Fluoropyridin-3-yl)-1-methylazepan-2-one | HCID 59327060 | — |
Reaction Steps
To a solution of 5-(2-fluoropyridin-3-yl)azepan-2-one (0.15 g, 0.72 mmol) in DMF (2.5 mL) under argon was added sodium hydride (0.021 g, 0.86 mmol). The mixture was stirred at room temperature for 15 min before iodomethane (0.054 mL, 0.86 mmol) was added via syringe. This mixture was stirred for 4 h at room temperature before saturated aqueous ammonium chloride was added. The mixture was extracted with ethyl acetate (2×) and the combined extracts were washed with water (3×), saturated aqueous sodium chloride (1×), dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to give 5-(2-fluoropyridin-3-yl)-1-methylazepan-2-one. [M+1]=223.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318718B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-0f6cd8449a6d43e68a96c52e12f2ca43 |
| Source note | uspto-grants-2012_11 |