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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 60907Erstellt: 24. Oktober 2026

Cesium fluoride → Methyl 5-methyl-2-(pyridin-2-yl)benzoate

https://huagongshe.com/de/reaction/60907

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
Edukt2-(Tributylstannyl)pyridineHCID 607784—
EduktMethyl 2-bromo-5-methylbenzoateHCID 15110996—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 5-methyl-2-(pyridin-2-yl)benzoateHCID 67982793—

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

A mixture of methyl 2-bromo-5-methylbenzoate (0.629 g, 2.747 mmol), 2-(tributylstannyl)pyridine (1.32 g, 3.585 mmol), CsF (0.834 g, 5.494 mmol), Pd(PPh3)4 (0.4 g, 0.27 mmol), and CuI (0.105 g, 0.549 mmol) in DMF (20 mL) was degassed for 10 min and then heated in the microwave reactor for 30 min at 130° C. The mixture was cooled and the solvent was removed in vacuo. The crude was dissolved with EtOAc and then washed with saturated NaHCO3 and dried over Na2SO4. The solvent was removed in vacuo to obtain the crude, which was purified by silica gel to obtain the title compound. ESI-MS (m/z): 228 [M+1]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09440982B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-f5515e795507478b88057ba06393f836
Quellennotizuspto-grants-2016_09