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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 49570Erstellt: 25. Oktober 2026

2,5-Dibromopyridine → Benzyl 3-[5-(3-{[(benzyloxy)carbonyl]amino}prop-1-ynyl)pyridin-2-yl]prop-2-ynylcarbamate

https://huagongshe.com/reaction/49570

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,5-DibromopyridineHCID 69353—
EduktBenzyl prop-2-yn-1-ylcarbamateHCID 11137906—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDiisopropylamineHCID 7912—
ProduktBenzyl 3-[5-(3-{[(benzyloxy)carbonyl]amino}prop-1-ynyl)pyridin-2-yl]prop-2-ynylcarbamateHCID 1145379586,4%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

A mixture of 2,5-dibromopyridine (3.00 g), N-Cbz-propargylamine (5.99 g), PdCl2(PPh3)2 (89.8 mg), and CuI (6.0 mg) in diisopropylamine (51 ml) was heated at 65° C. for 7 hours under nitrogen atmosphere. The mixture was cooled to room temperature, and the precipitates were filtered, washed with water, and dried under reduced pressure to give 8-1 (4.96 g) as a crystalline compound; m.p. 156-158° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06706885B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-f7d435b7b14c4dde8385d203e4bb50ac
Quellennotizuspto-grants-2004_03