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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 455686Erstellt: 24. Oktober 2026

5-(Tributylstannyl)pyrimidine → 2-methoxy-7-(pyrimidin-5-yl)-9H-xanthen-9-one

https://huagongshe.com/de/reaction/455686

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-(Tributylstannyl)pyrimidineHCID 2763249—
Edukt2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Edukt2-Bromo-7-methoxy-9H-xanthen-9-oneHCID 57475633—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-methoxy-7-(pyrimidin-5-yl)-9H-xanthen-9-oneHCID 5747565460,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A vial charged with Pd2(dba)3 (0.150 g, 0.164 mmol), XPhos (0.391 g, 0.819 mmol), 5-(tributylstannyl)pyrimidine (1.81 g, 4.92 mmol), 2-bromo-7-methoxy-9H-xanthen-9-one (1.000 g, 3.28 mmol) and dioxane (10 mL). The reaction mixture was evacuated and backfilled with nitrogen. The reaction mixture was heated to 100° C. overnight. The reaction mixture was cooled to RT and diluted with water and EtOAc. A grey solid precipitated out, which was filtered off. The solid was washed with EtOAc and water. The grey solid dried under reduced pressure to afford 2-methoxy-7-(pyrimidin-5-yl)-9H-xanthen-9-one) (0.600 g, 60.2% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08497264B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-7e96cc4aacfa414a9927a9d5c3bd74cc
Quellennotizuspto-grants-2013_07