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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 237982Erstellt: 24. Oktober 2026

Sodium Carbonate → N-[3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-phenyl]-methanesulfonamide

https://huagongshe.com/de/reaction/237982

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt3-Methylsulfonylaminophenylboronic acidHCID 2773535—
Edukt3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktN-[3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-phenyl]-methanesulfonamideHCID 2490515954%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of 3-Methanesulfonylaminophenylboronic acid (32 mg, 0.15 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 (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 BA38 (24.3 mg, 54% yield). ESI-MS (M+H)+ m/z calcd 347.1, found 347.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642604B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-b1f50dfdf004467db8781d98227f8b46
Quellennotizuspto-grants-2014_02