HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2247765Erstellt: 26. Oktober 2026
Carbon tetrabromide → Methyl 1-({5-[5-(3-chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylate
https://huagongshe.com/reaction/2247765
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Carbon tetrabromide | HCID 11205 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methyl azetidine-3-carboxylate hydrochloride | HCID 21100040 | — |
| Edukt | (5-(5-(3-Chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)methanol | HCID 68524712 | — |
| Produkt | Methyl 1-({5-[5-(3-chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylate | HCID 68521928 | — |
Reaktionsschritte
The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 23 (23g) using {5-[5-(3-chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methanol (0.18 g, 0.54 mmol) that was obtained in Example 26 (26a), carbon tetrabromide (0.36 g, 1.1 mmol), triphenylphosphine (0.28 g, 1.1 mmol), methyl 3-azetidinecarboxylate hydrochloride (0.12 g, 0.81 mmol), and N,N-diisopropylethylamine (0.28 mL, 1.6 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (2:1 to 3:1) as the eluent to afford the title compound (0.15 g) in a yield of 61% as a white crystalline 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-c9044d7498024de3a0d4b6ba509377ad |
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| Quellennotiz | uspto-grants-2010_03 |
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