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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40843Erstellt: 23. Oktober 2026

Pentafluorophenol → 2-(perfluorophenoxy)-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile

https://huagongshe.com/de/reaction/40843

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPentafluorophenolHCID 13041—
Eduktm-Chloroperbenzoic acidHCID 70297—
Edukt2-(Methylthio)-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrileHCID 59414537—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(perfluorophenoxy)-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrileHCID 5941437831%

Reaktionsschritte

2-(Methylthio)-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile (150 mg, 0.31 mmol) was dissolved in dichloromethane at room temperature. Meta-chloroperbenzoic acid (110 mg, 0.64 mmol) was added in one portion and the reaction was stirred for 5 minutes. Pentafluorophenol (285 mg, 1.55 mmol) was added and the solution was stirred at room temperature for 3 hours. The crude mixture was washed with a diluted solution of sodium bicarbonate and brine. The organic phase was dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel by flash column chromatography to afford the title compound as a solid (60 mg, 31% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530489B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-998258ca017c4116b9667045a1ff24a8
Quellennotizuspto-grants-2013_09