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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
Edukt2-(Tributylstannyl)pyridineHCID 607784—
Edukt3-Bromo-6-methylpyridine-2-carbonitrileHCID 21952747—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethylformamideHCID 6228—
Produkt6'-Methyl-2,3'-bipyridine-2'-carbonitrileHCID 5936371688%

Reaktionsbedingungen

Temperatur120 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09440982B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-ca8ed7fd06cf4ff3a8a7b5ac5854dc1b
Quellennotizuspto-grants-2016_09