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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1692393Erstellt: 26. Oktober 2026

Potassium Iodide → 2-(2-Benzyloxy-ethoxy)-4-methyl-6-(3-trifluoromethyl-phenyl)-nicotinic acid methyl ester

https://huagongshe.com/reaction/1692393

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium IodideHCID 4875—
EduktCesium carbonateHCID 10796—
EduktBenzene, ((2-bromoethoxy)methyl)-HCID 73833—
Edukt4-Methyl-2-oxo-6-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid methyl esterHCID 57441130—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt2-(2-Benzyloxy-ethoxy)-4-methyl-6-(3-trifluoromethyl-phenyl)-nicotinic acid methyl esterHCID 6690158582%

Reaktionsschritte

A solution of 0.62 g (2.0 mmol) of 4-methyl-2-oxo-6-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid methyl ester in 10 ml of DMSO was treated at RT with 1.947 g (6.0 mmol) of cesium carbonate and 0.066 g (0.4 mmol) of potassium iodide. 0.38 ml=0.514 g (2.4 mmol) of (2-bromo-ethoxymethyl)-benzene was added drop by drop and the reaction mixture was stirred for 16 hours at RT. It was then poured into crashed ice and extracted three times with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (heptane/EtOAc 1:0 to 1:1) to give 0.73 g (82%) of the title compound as light yellow oil. MS: 446.2 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08153805B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-56a5f4d45e8d48aab6e12a7b00c199b0
Quellennotizuspto-grants-2012_04