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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2247765Erstellt: 26. Oktober 2026

Carbon tetrabromide → Methyl 1-({5-[5-(3-chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylate

https://huagongshe.com/reaction/2247765

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon tetrabromideHCID 11205—
EduktTriphenylphosphineHCID 11776—
EduktDiisopropylethylamineHCID 81531—
EduktMethyl azetidine-3-carboxylate hydrochlorideHCID 21100040—
Edukt(5-(5-(3-Chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)methanolHCID 68524712—
ProduktMethyl 1-({5-[5-(3-chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylateHCID 68521928—

Reaktionsschritte

The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 23 (23g) using {5-[5-(3-chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methanol (0.18 g, 0.54 mmol) that was obtained in Example 26 (26a), carbon tetrabromide (0.36 g, 1.1 mmol), triphenylphosphine (0.28 g, 1.1 mmol), methyl 3-azetidinecarboxylate hydrochloride (0.12 g, 0.81 mmol), and N,N-diisopropylethylamine (0.28 mL, 1.6 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 (2:1 to 3:1) as the eluent to afford the title compound (0.15 g) in a yield of 61% as a white crystalline solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07687491B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-c9044d7498024de3a0d4b6ba509377ad
Quellennotizuspto-grants-2010_03