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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 335784Erstellt: 24. Oktober 2026

Benzeneethanamine, alpha-methyl-, phosphate (1:1) → (S)-2'-(2-fluoropyridin-3-yl)-7'-(3-methylisoxazol-5-yl)-5H-spiro[oxazole-4,9'-xanthen]-2-amine

https://huagongshe.com/de/reaction/335784

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzeneethanamine, alpha-methyl-, phosphate (1:1)HCID 62885—
Edukt3-Methyl-5-(tributylstannyl)isoxazoleHCID 2763255—
Edukt(S)-2'-bromo-7'-(2-fluoropyridin-3-yl)-5H-spiro[oxazole-4,9'-xanthen]-2-amineHCID 67242922—
Produkt(S)-2'-(2-fluoropyridin-3-yl)-7'-(3-methylisoxazol-5-yl)-5H-spiro[oxazole-4,9'-xanthen]-2-amineHCID 45254129—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A resealable was charged with (S)-2′-bromo-7′-(2-fluoropyridin-3-yl)-5H-spiro[oxazole-4,9′-xanthen]-2-amine (300 mg, 0.704 mmol), 3-methyl-5-(tributylstannyl)isoxazole (786 mg, 2.111 mmol), amphos (18.68 mg, 0.070 mmol) and argon purged dry dioxane (3 mL). The tube was purged with argon, sealed and heated with microwave at 100° C. for 1 h. The solution was concentrated. The crude product was purified via silica gel column chromatography (RediSep 12 g column) using 10-50% 90/10/1 DCM/MeOH/ammonia in DCM to afford (S)-2′-(2-fluoropyridin-3-yl)-7′-(3-methylisoxazol-5-yl)-5H-spiro[oxazole-4,9′-xanthen]-2-amine as a white solid. MS m/z=429.2 [M+H]+. Calcd for C24H17FN4O3: 428.42.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883782B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-aca068cc22304325ab971d337fbfb382
Quellennotizuspto-grants-2014_11