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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2101411Erstellt: 25. Oktober 2026

Bromoethene → 2-Methyl-5-(1,2-oxazol-3-yl)pyridine

https://huagongshe.com/reaction/2101411

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromoetheneHCID 11641—
EduktBis(tributyltin) oxideHCID 16682746—
EduktN-hydroxy-6-methylnicotinimidoyl chlorideHCID 72574142—
LösungsmittelTolueneHCID 1140—
Produkt2-Methyl-5-(1,2-oxazol-3-yl)pyridineHCID 59834812—

Reaktionsschritte

To crude N-hydroxy-6-methylnicotinimidoyl chloride in 10 mL toluene was added vinyl bromide (1 M in THF, 11 mL, 11.0 mmol), followed by bis(tributyltin)oxide (2.12 g, 1.87 mL, 3.67 mmol). The reaction mixture was stirred at room temperature for 5 h and then concentrated. The crude product was purified by automated silica gel chromatography (eluted with ethyl acetate-hexanes) to isolate 155 mg (26%, for two steps) of the title compound as a white solid. HPLC/MS: retention time=0.39 min, [M+H]+=161.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07572808B2
Quelldatensatzuspto-grants-2009_08
ORD IDord-cbf8d9f4ea894bda832e1802bbaca2ce
Quellennotizuspto-grants-2009_08