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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2247761Erstellt: 26. Oktober 2026

Tetrahydrofuran → {5-[5-(3-Chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]-6-ethylpyridin-2-yl}methanol

https://huagongshe.com/reaction/2247761

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt3-chloro-4-(2-methylpropyl)Benzoic acidHCID 59316720—
Edukt2-Ethyl-N'-hydroxy-6-{[(triisopropylsilyl)oxy]methyl}pyridine-3-carboximidamideHCID 86620227—
Produkt{5-[5-(3-Chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]-6-ethylpyridin-2-yl}methanolHCID 68521068—

Reaktionsschritte

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 12 (12a) using 3-chloro-4-isobutylbenzoic acid (0.10 g, 0.48 mmol) that was obtained in Example 24 (24h), 1-hydroxybenzotriazole (69 mg, 0.51 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (97 mg, 0.51 mmol), 2-ethyl-N′-hydroxy-6-{[(triisopropylsilyl)oxy]methyl}pyridine-3-carboximidamide (0.16 g, 0.46 mmol) that was obtained in Example 25 (25b), and a 1.0 M solution of tetrabutylammonium fluoride in tetrahydrofuran (0.92 ml, 0.92 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:2) as the eluent to afford the title compound (0.15 g) in a yield of 89% as a white crystalline solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07687491B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-8574cd3c214147f9919cfc26cc684a9a
Quellennotizuspto-grants-2010_03