HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 5-(5-Bromo-3-pyridinyl)-1-methyl-2-pyrrolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-(5-Bromopyridin-3-YL)pyrrolidin-2-one | HCID 117667495 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(5-Bromo-3-pyridinyl)-1-methyl-2-pyrrolidinone | HCID 19694329 | 146.5% |
| Product | 5-(5-Bromopyridin-3-YL)pyrrolidin-2-one | HCID 117667495 | — |
Reaction Steps
5-(5-Bromo-pyridin-3-yl)-pyrrolidin-2-one is prepared as described in Example 76. To a solution of 5-(5-bromo-pyridin-3-yl)-pyrrolidin-2-one (202 mg, 0.84 mmol) in THF (5.0 mL) is added 60% NaH (50 mg, 1.3 mmol). The mixture is stirred at room temperature for 5 min and methyl iodide (0.078 mL, 1.3 mmol) is then added dropwise. The mixture is stirred at room temperature for 16 h. The mixture is then concentrated and purified by normal phase chromatography to give 157 mg of 5-(5-bromo-pyridin-3-yl)-1-methyl-pyrrolidin-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-0bcae626d45344c9a3cfcdf736f5404d |
| Source note | uspto-grants-2015_11 |