HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2247756Erstellt: 24. Oktober 2026
Tetrahydrofuran → {5-[5-(3-Chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]-6-methylpyridin-2-yl}methanol
https://huagongshe.com/de/reaction/2247756
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | 3-chloro-4-(2-methylpropyl)Benzoic acid | HCID 59316720 | — |
| Edukt | N'-Hydroxy-2-methyl-6-{[(triisopropylsilyl)oxy]methyl}pyridine-3-carboximidamide | HCID 86620226 | — |
| Produkt | {5-[5-(3-Chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]-6-methylpyridin-2-yl}methanol | HCID 68524277 | 89% |
Reaktionsschritte
The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 12 (12a) using 3-chloro-4-isobutylbenzoic acid (0.11 g, 0.50 mmol) that was obtained in Example 24 (24h), 1-hydroxybenzotriazole (72 mg, 0.53 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.10 g, 0.53 mmol), N′-hydroxy-2-methyl-6-{[(triisopropylsilyl)oxy]methyl}pyridine-3-carboximidamide (0.16 g, 0.48 mmol) that was obtained in Example 24 (24d), and a 1.0 M solution of tetrabutylammonium fluoride in tetrahydrofuran (0.96 ml, 0.96 mmol). Subsequently, the crude product of the tile compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:1) as the eluent to afford the title compound (0.15 g) in a yield of 89% as a crystalline white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07687491B2 |
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| Quelldatensatz | uspto-grants-2010_03 |
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| ORD ID | ord-7e90ed963b164ced9d878663de276b20 |
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| Quellennotiz | uspto-grants-2010_03 |
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