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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1890841Erstellt: 25. Oktober 2026

Triethylamine → HCID 178496566, Verbindung

https://huagongshe.com/reaction/1890841

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTri-o-tolylphosphineHCID 80271—
Edukt5-Bromo-4-methylpyridine-2-carbonitrileHCID 53395468—
EduktHCID 178496569HCID 178496569—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 178496566HCID 17849656694%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

1-(((trans)-4-Methoxycyclohexyl)methyl)-7-(trimethylstannyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one (0.721 g, 1.64 mmol), 5-bromo-4-methylpicolinonitrile (0.323 g, 1.64 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.150 g, 0.164 mmol), triethylamine (0.687 mL, 4.93 mmol), tri-ortho-toylphosphine (0.100 g, 0.328 mmol) and dimethylformamide (8 mL) were combined in a sealed reaction vessel. Nitrogen was bubbled through the reaction for 5 min and reaction was heated at 100° C. for 3 h. Reaction is filtered, concentrated and purified by silica gel column chromatography (0-80% ethyl acetate in hexanes). Fractions were combined and concentrated to afford the crude title compound used directly for next step (0.607 g, 1.55 mmol, 94% yield). MS (ESI) m/z 393.5 [M+1]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08507492B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-b7e453c4b2ba421bb75e90e08a47e936
Quellennotizuspto-grants-2013_08