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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 237945Erstellt: 24. Oktober 2026

Sodium Carbonate → 3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4,5-dihydrothiazol-2-yl)benzamide

https://huagongshe.com/de/reaction/237945

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
Edukt(3-((4,5-Dihydrothiazol-2-yl)carbamoyl)phenyl)boronic acidHCID 44119636—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4,5-dihydrothiazol-2-yl)benzamideHCID 2490515467%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of [3-((4,5-dihydrothiazol-2-yl)carbamoyl)phenyl]boronic acid (19 mg, 0.08 mmol) in EtOH (3.3 mL) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (20 mg, 0.07 mmol) in DME (12 mL). Pd(PPh3)4 (16 mg, 0.014 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 BA30 (17.8 mg, 67% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642604B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-33dc6e0d69db46f8bea97d77cb704573
Quellennotizuspto-grants-2014_02