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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 523154Erstellt: 25. Oktober 2026

Cesium fluoride → 5-(4-Chloro-6-methylpyridin-2-yl)thiazole

https://huagongshe.com/reaction/523154

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
Edukt5-(Tributylstannyl)-1,3-thiazoleHCID 2763257—
Edukt2,4-Dichloro-6-methylpyridineHCID 11959083—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418397HCID 178418397—
Produkt5-(4-Chloro-6-methylpyridin-2-yl)thiazoleHCID 90118001—

Reaktionsschritte

To a 2 dram vial equipped with a stir bar was added 2,4-dichloro-6-methylpyridine (29 mg, 0.18 mmol), 5-(tributylstannyl)thiazole (66 mg, 0.18 mmol), CuI (8 mg, 0.04 mmol), CsF (81 mg, 0.53 mmol), and Pd(PPh3)4 (10 mg, 8.9 μmol). The vial was capped with a septum screw-cap and then placed under N2 atmosphere. To the vial was added degassed DMF (1 mL). The vial was placed in a 80° C. heating block with stirring for 1 hour. The mixture was allowed to cool to room temperature and was then directly purified via C18 chromatography (water:MeOH w/0.1% TFA) to afford 5-(4-chloro-6-methylpyridin-2-yl)thiazole as a white solid. MS: MS m/z 211.1 (M++1). This material was directly carried forward into step 2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09334279B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-3969fdb229da4887beaeb1845240248e
Quellennotizuspto-grants-2016_05