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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 731790Erstellt: 26. Oktober 2026

Sodium Carbonate → 3-(benzo[c][1,2,5]oxadiazol-6-yl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/731790

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktBenzo[C][1,2,5]Oxadiazole-5-Boronic AcidHCID 4672597—
Edukt3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905337—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt3-(benzo[c][1,2,5]oxadiazol-6-yl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905165—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of Benzo[c][1,2,5]oxadiazole-5-boronic acid (18 mg, 0.11 mmol) in EtOH (3.3 mL) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (30 mg, 0.10 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 BA44. ESI-MS (M+H)+ m/z calcd 296.1, found 296.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07585868B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-2561c988ab3f4f3cbdb2c09b31c6ea0e
Quellennotizuspto-grants-2009_09