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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2086965Erstellt: 25. Oktober 2026

2-Formyl-4-(tributylstannyl)thiazole → 4-(4-(4-Phenoxyphenylamino)-quinolin-7-yl) thiazole-2-carbaldehyde

https://huagongshe.com/reaction/2086965

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Formyl-4-(tributylstannyl)thiazoleHCID 16427111—
Edukt(4-Phenoxyphenyl)-(7-iodoquinolin-4-yl)amineHCID 21952018—
KatalysatorHCID 178418476HCID 178418476—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-(4-(4-Phenoxyphenylamino)-quinolin-7-yl) thiazole-2-carbaldehydeHCID 2195198144%

Reaktionsschritte

Prepared according to Procedure B from (4-phenoxyphenyl)-(7-iodoquinolin-4-yl)amine (2 g, 4.56 mmol), 4-(tributylstannyl)thiazole-2-carbaldehyde (1.84 g,4.56 mmol) and dichlorobis(triphenylphosphine)palladium (II) (0.74 g, 20 mol%) heated at reflux overnight (18 hrs) in dioxane (50 ml). The cooled solution was filtered through a plug of Celite®, concentrated and triturated with iso-hexane (3×20 ml). The resultant solid was purified via flash column chromatography on silica gel, eluting with 5% methanol in chloroform. The purified product was isolated as a yellow solid (0.85 g, 44%). δH [2H6] DMSO 10.10(1H,s), 9.30(1,bs), 8.90(1Hs), 8.50(2H,s&d), 8.45(1H,d), 8.20(1H,d), 7.40(5H,bm), 7.10(4H,2d), 6.80(1H,d).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06727256B1
Quelldatensatzuspto-grants-2004_04
ORD IDord-52983b87950a43cda84d08387891d5a9
Quellennotizuspto-grants-2004_04