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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 555Erstellt: 23. Oktober 2026

4-Bromopyridine → 1-(Pyridin-4-yl)pyrrolidin-3-ol

https://huagongshe.com/de/reaction/555

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-BromopyridineHCID 14268—
Edukt4-HydroxypyrrolidineHCID 98210—
ReagenzLithium HexamethyldisilazideHCID 2733832—
Katalysator2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(Pyridin-4-yl)pyrrolidin-3-olHCID 2190619843,01%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

In a 50 ml round bottomed flask THF (1 mL) was added to a mixture of 4-bromopyridine (1 g, 6.33 mmol), pyrrolidin-3-ol (0.662 g, 7.60 mmol),2-(dimethylamino)-2'-(dicyclohexylphosphino)biphenyl (0.249 g, 0.63 mmol) and Pd2(dba)3 (0.580 g, 0.63 mmol). To the slurry lithium bis(trimethylsilyl)amide (13.92 mL, 13.92 mmol) was added dropwise at 0 °C and the solution was refluxed at 65 °C overnight for 20 hrs. The reaction mixture was passed through celite, concentrated and column purified (0-20%MeOH/DCM) to obtain 0.447 mg of product.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-15613520ef9b4d099659a0a3ac545228
Quellennotiz750 AstraZeneca ELN dataset