HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 448876Erstellt: 24. Oktober 2026
Potassium Carbonate → 4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide
https://huagongshe.com/de/reaction/448876
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 5-Bromo-2-chloro-4-methylpyridine | HCID 2734427 | — |
| Edukt | 4-chloro-N-(2-hydroxy-phenyl)-N-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide | HCID 68603028 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide | HCID 86642571 | 119,2% |
Reaktionsschritte
A mixture of 4-chloro-N-(2-hydroxy-phenyl)-N-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (100 mg, 0.26 mmol, Step 8A), 5-bromo-2-chloro-4-methyl-pyridine (200 mg, 0.52 mmol), Pd(PPh3)4 (30 mg, 0.026 mmol), K2CO3 (180 mg, 1.3 mmol) in dioxane (2.5 mL), was heated at 100° C. for 12 hrs. The mixture was dried in vacuo in the presence of silica gel and directly chromatographed on silica gel (eluent: ethyl acetate/hexane (1/4 up to 2/3)) to yield 4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide (120 mg). MS [M+H]+: 387.0; tR=2.27 min. (method 1)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08481738B2 |
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| Quelldatensatz | uspto-grants-2013_07 |
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| ORD ID | ord-c86bf4d86ac74b9a950be31bcad2274d |
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| Quellennotiz | uspto-grants-2013_07 |
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