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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38418Erstellt: 24. Oktober 2026

Thiazole → 5-(5-Furan-2-yl-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

https://huagongshe.com/de/reaction/38418

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThiazoleHCID 9256—
EduktPotassium AcetateHCID 517044—
Edukt5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)pyrimidine-2,4-diamineHCID 15953802—
Produkt5-(5-Furan-2-yl-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamineHCID 57329113—

Reaktionsbedingungen

Temperatur155 °C

Reaktionsschritte

5-(5-Iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (400 mg, 1.0 mmol), potassium acetate ((147 mg), Pd(Ph3)2Cl2 (40 mg in 2 mL dimethyl acetamide) and thiazole were added to a screw cap pressure vial and heated to 155° C. for 40 hours. The reaction mixture was cooled and partitioned between water and ethyl acetate. The organic phase was separated, dried (MgSO4), filtered, and evaporated under reduced pressure. The residue was purified by flash chromatography (3% to 5% MeOH in methylene chloride with 1% ammonium hydroxide) to yield 61 mg of 5-(5-Furan-2-yl-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine. (M+H)=356. Mp=199.1-203.3° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524725B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-2ce5352294a547f09e8934c2b9043d9e
Quellennotizuspto-grants-2013_09