HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 237977Erstellt: 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/237977
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 24905337 | — |
| Edukt | (3-((4,5-Dihydrothiazol-2-yl)carbamoyl)phenyl)boronic acid | HCID 44119636 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4,5-dihydrothiazol-2-yl)benzamide | HCID 24905154 | 67% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08642604B2 |
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| Quelldatensatz | uspto-grants-2014_02 |
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| ORD ID | ord-18586207bec2439f9379b006e80ffb62 |
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| Quellennotiz | uspto-grants-2014_02 |
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