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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 396373Erstellt: 25. Oktober 2026

3-(Tributylstannyl)pyridine → 2-(4-Fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)-5-(3-pyridyl)imidazo-[4,5-b]pyridine

https://huagongshe.com/reaction/396373

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(Tributylstannyl)pyridineHCID 3483848—
Edukt5-Chloro-2-(4-fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)imidazo[4,5-b]pyridineHCID 22486152—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelO-XyleneHCID 7237—
Produkt2-(4-Fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)-5-(3-pyridyl)imidazo-[4,5-b]pyridineHCID 2248613958,8%

Reaktionsschritte

5-Chloro-2-(4-fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)imidazo[4,5-b]pyridine (2 g 4.9 mmol), 3-tributylstannylpyridine (3.6 g 9.8 mmol) and PdCl2(PPh3)2 (340 mg 0.48 mmol) are heated in xylene (50 ml) for 3 h at 150° C. under argon. The reaction mixture is filtered at 60° C. and chromatographed over SiO2 (acetone/hexanes 3/7 to 6/4) to yield pale yellow crystals (1.3 g). Recrystallisation from THF/hexanes renders the title compound as colorless crystals (985 mg 45%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06608072B1
Quelldatensatzuspto-grants-2003_08
ORD IDord-da900bbac791418494c611276e8c9be9
Quellennotizuspto-grants-2003_08