HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-(5-Bromo-2-fluoro-phenyl)-1-methyl-1H-benzoimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(5-Bromo-2-fluoro-phenyl)-1H-benzoimidazole | HCID 43236451 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Bromo-2-fluoro-phenyl)-1-methyl-1H-benzoimidazole | HCID 59568190 | 97.6% |
Reaction Steps
NaH 60% suspension in mineral oil (0.61 g, 25.5 mmol) was added to a solution of 2-(5-Bromo-2-fluoro-phenyl)-1H-benzoimidazole (3.70 g, 12.76 mmol) in dry THF (100 mL) and the reaction was stirred at room temperature 30 minutes before adding methyl iodide (1.19 mL, 19.1 mmol). Reaction was left stirring for 2 h, then quenched with water (20 mL) The solution was concentrated, then AcOEt (30 mL) was added. The organic solution was separated, washed with brine (10 mL), dried over Na2SO4 and concentrated under reduced pressure to afford 3.80 g of desired compound. (97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592463B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-9f0c9c3d6d3a4d3a8e3db4727118e70f |
| Source note | uspto-grants-2013_11 |