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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1931665Erstellt: 26. Oktober 2026

Sodium Carbonate → 4-[4-(4-Methanesulfinyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1931665

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPotassium CarbonateHCID 11430—
Edukt4-(Methylsulfinyl)phenolHCID 151936—
EduktTert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylateHCID 57964905—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-[4-(4-Methanesulfinyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl esterHCID 5796500436,8%

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

A mixture of 4-methanesulfinyl-phenol (Combi-Blocks Inc, San Diego, Calif., USA; 14 mg, 0.089 mmol), 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19; 30 mg, 0.089 mmol), and potassium carbonate (27 mg, 0.196 mmol) in dimethylformamide (1 mL) was heated in a microwave oven at 160° C. for 10 min. Saturated sodium carbonate solution was added to the reaction mixture, and the mixture was then filtered through a pad of silica gel to remove the precipitate. The silica gel pad was washed with methanol and the solvents were evaporated from the filtrate. The residue was purified by HPLC to give 4-[4-(4-methanesulfinyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (15 mg, 36%) as a white solid. Mass spectrum MH+=458.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08188098B2
Quelldatensatzuspto-grants-2012_05
ORD IDord-2dbadfeed229409f86919153a4f283f7
Quellennotizuspto-grants-2012_05