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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 49571Erstellt: 24. Oktober 2026

Ethyl Acetate → Benzyl 3-(6-{3-[(tert-butoxycarbonyl)amino]prop-1-ynyl}pyridin-3-yl)prop-2-ynylcarbamate

https://huagongshe.com/de/reaction/49571

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
Edukt2,5-DibromopyridineHCID 69353—
Edukttert-butyl N-(prop-2-yn-1-yl)carbamateHCID 11073648—
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-(6-{3-[(tert-butoxycarbonyl)amino]prop-1-ynyl}pyridin-3-yl)prop-2-ynylcarbamateHCID 2129938311,9%

Reaktionsschritte

A mixture of 2,5-dibromopyridine (1.19 g), N-Boc-propargylamine (781 mg), Pd(PPh3)2Cl2 (73 mg), and CuI (10 mg) in diisopropylamine (20 mL) was stirred at room temperature overnight under nitrogen atmosphere. To the mixture was added N-Cbz-propargylamine (1.14 g) and the mixture was heated under reflux temperature for 5 hours under nitrogen atmosphere. The mixture was cooled to room temperature. To the mixture was added ethyl acetate (50 mL). The precipitates were filtered and washed with ethyl acetate. The filtrate and washings were combined and purified by silica gel column to give 6-1 (250 mg) as a crystalline compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06706885B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-23e7eb85123f438d84ad90e4f736190c
Quellennotizuspto-grants-2004_03