HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 389207Erstellt: 25. Oktober 2026
1,2-Dimethoxyethane → 2-Amino-4'-bromo-3'-methoxybiphenyl-4-carbonitrile
https://huagongshe.com/reaction/389207
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 1,2-Dimethoxyethane | HCID 8071 | — |
| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | 1-Bromo-4-iodo-2-methoxybenzene | HCID 12187202 | — |
| Edukt | 2-Amino-4-cyanobenzeneboronic acid hydrochloride | HCID 44118766 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-Amino-4'-bromo-3'-methoxybiphenyl-4-carbonitrile | HCID 59408882 | — |
Reaktionsschritte
To a mixture of the product from Step 1, -bromo-4-iodo-2-methoxybenzene (750 mg, 2.4 mmol), CsF (1.09 g, 7.2 mmol), (2-amino-4-cyanophenyl)boronic acid hydrochloride (390 mg, 2.4 mmol), and Pd(PPh3)4 (277 mg, 0.24 mmol) was added DME (15 mL) under nitrogen. It was then heated to 100° C. After 36 hours, EtOAc and water were added to the resulting thick red suspension. The organic layer was washed with brine, dried over Na2SO4, and the solvent was removed in vacuo. The residue was purified on silica (gradient elution, 3-50% EtOAc/hexanes) to yield the title compound as a red oil. LRMS (M+H)+=303.1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08377874B2 |
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| Quelldatensatz | uspto-grants-2013_02 |
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| ORD ID | ord-f67ab53650414a3d9211dda5317f50ee |
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| Quellennotiz | uspto-grants-2013_02 |
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