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HRID 44937Erstellt: 24. Oktober 2026

Thiazole → 4-(1,3-thiazol-5-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/de/reaction/44937

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThiazoleHCID 9256—
EduktPotassium AcetateHCID 517044—
Edukt4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo(2,3-d)pyrimidineHCID 46736797—
LösungsmittelDimethylacetamideHCID 31374—
Produkt4-(1,3-thiazol-5-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidineHCID 5747762064%

Reaktionsbedingungen

Temperatur200 °C

Reaktionsschritte

4-Chloro-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine (3.00 g, 0.0106 mol), and 1,3-thiazole (7.50 mL, 0.106 mol) were dissolved in N,N-dimethylacetamide (40.0 mL). The solution was distributed in equal portions into four 20 mL microwavable vessels. Into each reaction vessel was then added potassium acetate (0.777 g, 7.93 mmol) followed by tetrakis(triphenyl-phosphine)palladium(0) (0.60 g, 2.1 mmol). Each reaction vessel was heated at 200° C. in the microwave reactor for 30 minutes. The reactions were combined and most of the solvent was removed in vacuo. The residue was diluted with DCM, filtered and concentrated. Purification by flash column chromatography (ethyl acetate/hexanes) afforded the desired product (2.25 g, 64%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541425B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-55bb4b4dd4ea43d5b9911a5c278b720f
Quellennotizuspto-grants-2013_09