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HRID 43727Erstellt: 27. Oktober 2026

Potassium Carbonate → Ethyl 2-(4-chloro-2-oxopyridin-1(2H)-yl)-4-methyl-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/43727

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
EduktEthyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylateHCID 2824057—
EduktHCID 178516186HCID 178516186—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktEthyl 2-(4-chloro-2-oxopyridin-1(2H)-yl)-4-methyl-1,3-thiazole-5-carboxylateHCID 675487070,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

4-Chloro-2-hydroxypyridine (500 mg, 3.86 mmol), ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate (1.06 g, 4.24 mmol), potassium carbonate (1.06 g, 7.67 mmol) and copper (I) iodide (73 mg, 0.38 mmol) were suspended in DMF (4 mL). trans(±)-N,N′-Dimethylcyclohexane-1,2-diamine (82 mg, 0.58 mmol) was added, and the mixture was stirred at 100° C. for five hours. The reaction solution was diluted with ethyl acetate, washed with water, and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=5/1→2/1) to obtain 3.2 mg of the title compound as a white solid (0.3%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536197B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-ff16bee848534c6db0aa6f86f3abaec4
Quellennotizuspto-grants-2013_09