HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 61092Erstellt: 24. Oktober 2026
Cesium fluoride → 6'-Methyl-2,3'-bipyridine-2'-carbonitrile
https://huagongshe.com/de/reaction/61092
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | 2-(Tributylstannyl)pyridine | HCID 607784 | — |
| Edukt | 3-Bromo-6-methylpyridine-2-carbonitrile | HCID 21952747 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6'-Methyl-2,3'-bipyridine-2'-carbonitrile | HCID 59363716 | 88% |
Reaktionsschritte
A mixture of 3-bromo-6-methylpicolinonitrile (1 g, 5.1 mmol), 2-(tributylstannyl)pyridine (2.43 ml, 6.60 mmol), cesium fluoride (150 mg, 10.2 mmol), CuI (193 mg, 1.02 mmol) and Pd(PPh3)4 (586 mg, 0.51 mmol) in DMF (10 mL) was degassed and heated at 120° C. for 1 h in a microwave reactor. The solvent was removed in vacuo to obtain the crude which was purified by silica gel chromatography (0˜100% DCM/EtOAc) to yield the title compound as a brown oil (0.87 g, 88%). MS (ESI) 196 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09440982B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-ca8ed7fd06cf4ff3a8a7b5ac5854dc1b |
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| Quellennotiz | uspto-grants-2016_09 |
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