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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58257Erstellt: 24. Oktober 2026

2-(Tributylstannyl)-1,3-thiazole → 7-(1-azidoethyl)-3-methyl-6-(1,3-thiazol-2-yl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/de/reaction/58257

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(Tributylstannyl)-1,3-thiazoleHCID 2763259—
Edukt7-(1-azidoethyl)-6-bromo-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-oneHCID 58111438—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt7-(1-azidoethyl)-3-methyl-6-(1,3-thiazol-2-yl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-oneHCID 8665006872%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a mixture of 7-(1-azidoethyl)-6-bromo-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.10 g, 0.32 mmol), and 2-(tributylstannyl)-1,3-thiazole (143 mg, 0.382 mmol) in 1,4-dioxane (3 mL) was added tetrakis(triphenylphosphine)palladium(0) (18 mg, 0.016 mmol). The reaction mixture was heated at 120° C. overnight. After cooling to room temperature, the mixture concentrated under reduced pressure. The crude mixture was purified on silica gel, eluting with 0 to 60% ethyl acetate in hexane, to give the desired product (73 mg, 72%). LCMS calculated for C12H11N6OS2(M+H)+: m/z=319.0. Found: 319.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434746B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-ed872fbc8e5b49ad9c15c35d165da98c
Quellennotizuspto-grants-2016_09