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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 237996Erstellt: 25. Oktober 2026

Sodium Carbonate → 1-[3-(4-Amino-1-propan-2-ylpyrazolo[3,4-d]pyrimidin-3-yl)phenyl]ethanone

https://huagongshe.com/reaction/237996

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt3-Acetylphenylboronic acidHCID 2734310—
Edukt3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt1-[3-(4-Amino-1-propan-2-ylpyrazolo[3,4-d]pyrimidin-3-yl)phenyl]ethanoneHCID 5294584518,2%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of 3-Acetylphenylboronic acid (23 mg, 0.14 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (40 mg, 0.13 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80° C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA55 (7 mg, 18% yield). ESI-MS (M+H)+ m/z calcd 296.1, found 296.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642604B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-801b27ce4bdf4d6aa7fb885943aaa2c5
Quellennotizuspto-grants-2014_02