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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78199Erstellt: 23. Oktober 2026

Tetrahydrofuran → 2-Methyl-5-(3-(4-(pyridin-2-yloxymethyl)-benzyl)-isoxazol-5-yl)-pyridine

https://huagongshe.com/de/reaction/78199

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktTriethylamineHCID 8471—
Edukt5-Ethynyl-2-methylpyridineHCID 638197—
Edukt4-(Pyridin-2-yloxymethyl)phenyl-acetohydroximoyl chlorideHCID 72262870—
LösungsmittelWaterHCID 962—
Produkt2-Methyl-5-(3-(4-(pyridin-2-yloxymethyl)-benzyl)-isoxazol-5-yl)-pyridineHCID 5925552646%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a tetrahydrofuran (2 mL) solution of 5-ethynyl-2-methyl-pyridine (10 mg, 85 mmol) described in Manufacturing Example 190-1-1 were added 4-(pyridin-2-yloxymethyl)-phenyl-acetohydroximoyl chloride (31 mg, 0.11 mmol) described in Manufacturing Example 2-1-5 and triethylamine (18 μL, 0.13 mmol), which was stirred for 2 hours and 30 minutes at 50° C. Water was added to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrated was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (14 mg, 46%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-10f27dd646a84988b9be58d038ab64e7
Quellennotizuspto-grants-2014_09