HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 237963Erstellt: 23. Oktober 2026
Sodium Carbonate → 3-(2,3-Dihydro-1,4-benzodioxin-6-yl)-1-propan-2-ylpyrazolo[3,4-d]pyrimidin-4-amine
https://huagongshe.com/de/reaction/237963
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acid | HCID 2776178 | — |
| Edukt | 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 24905337 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 3-(2,3-Dihydro-1,4-benzodioxin-6-yl)-1-propan-2-ylpyrazolo[3,4-d]pyrimidin-4-amine | HCID 24905172 | 15% |
Reaktionsschritte
A solution of 2,3-dihydro-1,4-benzodioxin-6-ylboronic acid (26 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 BA54 (6 mg, 15% yield). ESI-MS (M+H)+ m/z calcd 312.1, found 312.0.
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-32e58c2c275e4dee87727c1f7e13477a |
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| Quellennotiz | uspto-grants-2014_02 |
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