HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanopyridine → HCID 86634789, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanopyridine | HCID 7506 | — |
| Reactant | 2-(Trimethylsilyl)ethanol | HCID 18013 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Chloropyridine-4-carbonitrile | HCID 10678306 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86634789 | HCID 86634789 | 81.7% |
Reaction Steps
Preparation of 32-(trimethylsilyl)ethoxy)isonicotinonitrile: A flask was charged with 2-(trimethylsilyl)ethanol (1.02 g, 8.66 mmol) and added THF (20 mL). Sodium hydride (0.219 g, 8.66 mmol) was added and the reaction was stirred at ambient temperature for 1 hour. 3-Chloroisonicotinonitrile (1.00 g, 7.22 mmol) was added, and the reaction mixture was stirred at ambient temperature for 1 hour and then at 50° C. overnight. A saturated solution of ammonium chloride was added. The reaction mixture was extracted with ethyl acetate, dried and concentrated to give the desired product (1.30 g, 81.7% yield) as light brown semi solid material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-b63e090e52264d9d83fa307a0c372d0b |
| Source note | uspto-grants-2011_09 |