HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine | HCID 53393189 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-yl)acetamide | HCID 59836029 | 19% |
Reaction Steps
To a solution of 5-Bromo-3-trimethylsilanylethynyl-pyrazin-2-ylamine (2.30 g, 8 mmol) in anhydrous THF (35 ml) and pyridine (1.62 ml, 20.0 mmol) was added acetyl chloride (682 μl, 9.6 mmol). The mixture was stirred at room temperature overnight, and then stirred at 60° C. for 5 hours. Solvents were removed in vacuum and the resulting brown residue was purified by silica gel chromatography with a gradient of ethyl acetate/hexane to afford the title compound (474 mg, 1.52 mmol) as light yellow as off white solid. MS: m/z 311.9/313.9 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268994B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-f3eb7307e8c1450c81eba05101b4ce4d |
| Source note | uspto-grants-2012_09 |