HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Phosphate, Tribasic → 5-Cyclopropylnicotinonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 5-Bromonicotinonitrile | HCID 736793 | — |
| Edukt | Cyclopropylboronic acid | HCID 2760897 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-Cyclopropylnicotinonitrile | HCID 57419623 | 58,9% |
Reaktionsschritte
To a solution of 3-bromo-5-cyanopyridine (1 g, 5.3 mmol) in tetrahydrofuran was added cyclopropyl boronic acid (0.5 g, 5.6 mmol) and potassium phosphate (1.08 g, 15.9 mmol). The resulting solution was degassed with nitrogen for 10 minutes and then palladium (II) acetate and S-phos were added. The reaction mixture was refluxed for 16 h. The reaction mixture was diluted with water, extracted with ethyl acetate and concentrated under reduced pressure. The crude material was purified via column chromatography to afford 5-cyclopropylnicotinonitrile (0.45 g, 58%). MS (ES+) (M+H) 145.1774.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09296745B2 |
| Quelldatensatz | uspto-grants-2016_03 |
| ORD ID | ord-fb23e4a5782d4d198fae2eb89dc570e7 |
| Quellennotiz | uspto-grants-2016_03 |