HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1027274Erstellt: 23. Oktober 2026
Cesium carbonate → (1-(3-bromo-4-methoxyphenyl)-1H-pyrazol-3-yl)methanol
https://huagongshe.com/de/reaction/1027274
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(2'-Pyridyl)benzimidazole | HCID 70821 | — |
| Edukt | 2-Bromo-4-iodoanisole | HCID 3376779 | — |
| Edukt | HCID 178519763 | HCID 178519763 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (1-(3-bromo-4-methoxyphenyl)-1H-pyrazol-3-yl)methanol | HCID 86710689 | 77,9% |
Reaktionsschritte
To a 100 mL round bottom flask was added copper (I) iodide (30.4 mg, 0.16 mmol), 2-(2-pyridyl)benzimidazole (31.2 mg, 0.16 mmol), cesium carbonate (625 mg, 1.92 mmol) and DMF (5.3 mL). The reaction mixture was heated to 60° C. for 1 h then (1H-pyrazol-3-yl)methanol (235 mg, 2.40 mmol) and 2-bromo-4-iodo-1-methoxybenzene (500 mg, 1.60 mmol) were added and the mixture was heated at 100° C. for 18 hours. The reaction was cooled, diluted with EtOAc and filtered through celite. The filtrate was concentrated in vacuo and purified by silica gel chromatography (0-100% EtOAc in Hepane) to afford (1-(3-bromo-4-methoxyphenyl)-1H-pyrazol-3-yl)methanol (353 mg) MS [M+2H+]=285.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08729263B2 |
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| Quelldatensatz | uspto-grants-2014_05 |
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| ORD ID | ord-defd10b236444fda9f9906956cc2d1e5 |
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| Quellennotiz | uspto-grants-2014_05 |
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