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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2182273Erstellt: 25. Oktober 2026

1,2-Dimethoxyethane → 1-[6-(N-Pyrrolidinyl)-3-pyridyl]-4-tert-butoxycarbonyl homopiperazine

https://huagongshe.com/reaction/2182273

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DimethoxyethaneHCID 8071—
EduktPyrrolidineHCID 31268—
EduktTert-butyl 4-(6-bromopyridin-3-yl)-1,4-diazepane-1-carboxylateHCID 22478562—
EduktPotassium tert-butoxideHCID 23665647—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Produkt1-[6-(N-Pyrrolidinyl)-3-pyridyl]-4-tert-butoxycarbonyl homopiperazineHCID 22478457—

Reaktionsschritte

A stirred solution of 1-(6-Bromo-3-pyridyl)-4-tert-butoxycarbonyl homopiperazine (0.71 g, 2.0 mmol), pyrrolidine (2.0 g, 20 mmol), potassium tert-butoxide (0.45 g, 4.0 mmol), tetrakis(triphenylphosphine)palladium(0) (0.12 g, 0.10 mmol) and 1.2-dimethoxyethane was stirred at reflux overnight. Water (40 ml) was added and the mixture was extracted twice with ethyl acetate (20 ml) Chromatography on silica gel with a mixture of petroleum: ethyl acetate (1:1) gave the title compound as free base. Yield 0.21 g, 30%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06897219B2
Quelldatensatzuspto-grants-2005_05
ORD IDord-dbbda2a566ed48e284b0973d208317b6
Quellennotizuspto-grants-2005_05