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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57808Erstellt: 23. Oktober 2026

Sodium Carbonate Decahydrate → tert-butyl 4-(6-(6-(1-ethyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperazine-1-carboxylate

https://huagongshe.com/de/reaction/57808

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium Carbonate DecahydrateHCID 151402—
Edukt1-Ethyl-1H-pyrazole-4-boronic acid, pinacol esterHCID 11379045—
EduktPotassium acetate hydrateHCID 23702041—
EduktTert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]piperazine-1-carboxylateHCID 86707015—
KatalysatorHCID 178418807HCID 178418807—
LösungsmittelAcetonitrileHCID 6342—
Produkttert-butyl 4-(6-(6-(1-ethyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperazine-1-carboxylateHCID 86707016—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A mixture of tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]piperazine-1-carboxylate (0.5112 mmol; 212.1 mg), 1-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole (1.022 mmol; 227.1 mg), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (0.05112 mmol; 42.6 mg), potassium acetate hydrate (0.7668 mmol; 0.77 mL) and sodium carbonate decahydrate (0.7668 mmol; 0.77 mL) in Acetonitrile (10 mL) in a pressure tube was heated under microwave at 150° C. for 15 min. The mixture was cooled to room temperature. The layers were separated. The aqueous layer was extracted with EtOAc. The combined organic layer was concentrated. The residue was purified on silica eluted with 0 to 6% MeOH in DCM to afford tert-butyl 4-(6-(6-(1-ethyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperazine-1-carboxylate as a dark tan solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434725B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-d02842cc4687411a82311d0e3b54146b
Quellennotizuspto-grants-2016_09