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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 338534Erstellt: 23. Oktober 2026

Dimethyl Sulfoxide → 1-(5-Bromo-6-methoxypyridin-2-yl)pyrrolidin-3-ol

https://huagongshe.com/de/reaction/338534

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktTriethylamineHCID 8471—
Edukt4-HydroxypyrrolidineHCID 98210—
Edukt3-Bromo-6-chloro-2-methoxypyridineHCID 53217454—
LösungsmittelWaterHCID 962—
Produkt1-(5-Bromo-6-methoxypyridin-2-yl)pyrrolidin-3-olHCID 8669885425,3%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A vial was charged with 3-bromo-6-chloro-2-methoxypyridine (1.00 g, 4.5 mmol), rac-pyrrolidin-3-ol (0.59 g, 6.7 mmol), triethylamine (0.91 g, 8.9 mmol) and dimethylsulfoxide (4 mL). The mixture was heated to 150° C. for 5 hrs. The mixture was cooled to room temperature and diluted with 20 mL of water. The solution was extracted with ethyl acetate (10 mL×3). The extracts were combined, dried (sodium sulfate) and concentrated. The resulting residue was purified through flash column chromatography (petroleum ether/ethyl acetate=5:1˜2:1) to give the title compound (0.26 g, 25.3%) as light brown gum.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889730B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-d9b7bf7e5fd34fa3876bbc5209f12362
Quellennotizuspto-grants-2014_11