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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18208Erstellt: 23. Oktober 2026

2-Amino-5-bromopyridine → benzyl (E)-3-(6-aminopyridin-3-yl)acrylate

https://huagongshe.com/de/reaction/18208

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Amino-5-bromopyridineHCID 70622—
EduktBenzyl acrylateHCID 75617—
EduktTri-o-tolylphosphineHCID 80271—
EduktDiisopropylethylamineHCID 81531—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelPropionitrileHCID 7854—
Produktbenzyl (E)-3-(6-aminopyridin-3-yl)acrylateHCID 1112885339,3%

Reaktionsschritte

A solution of 2-amino-5-bromopyridine (2.25 g, 13.0 mmole), benzyl acrylate (3.2 g, 19.7 mmole), Pd(OAc)2 (0.31 g, 1.4 mmole), tri-ortho-tolylphosphine (0.73 g, 2.4 mmole), and diisopropylethylamine (3.5 mL, 20.0 mmole) in propionitrile (50 mL) was heated at reflux overnight. The dark mixture was filtered through Celite®, and the filtrate was concentrated. Flash chromatography on silica gel (3% MeOH/CH2Cl2) gave the title compound (1.3 g, 39%): MS (ES) m/e 255 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741339B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-084ea8b076b0498e837cf0a5106a25e5
Quellennotizuspto-grants-2010_06