HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 271643Erstellt: 26. Oktober 2026
Sodium Carbonate → 5-(4-Chlorophenyl)pyridin-2-amine
https://huagongshe.com/reaction/271643
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Edukt | p-Chlorophenylboric acid | HCID 17810664 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-(4-Chlorophenyl)pyridin-2-amine | HCID 13242644 | — |
Reaktionsschritte
300 mL (600 mmol) of a 2 M Na2CO3 solution and 3.45 g (3.0 mmol) tetrakis-triphenylphosphane-palladium are added successively to a solution of 53.5 g (300 mmol) 2-amino-5-bromopyridine and 50.0 g (313 mmol) 4-chlorophenylboric acid in 1.0 L 1,4-dioxane and 250 mL methanol under argon. The reaction mixture is stirred for 2.5 h at 110° C. The solvent is eliminated i.vac., the residue is taken up in EtOAc and water. The organic phase is dried over Na2SO4 and the solvent is eliminated i.vac. Further purification is carried out by column chromatography on silica gel (gradient: DCM to DCM/MeOH 20:1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07452911B2 |
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| Quelldatensatz | uspto-grants-2008_11 |
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| ORD ID | ord-80e0d4f23fad482f85ed42d47a9067e4 |
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| Quellennotiz | uspto-grants-2008_11 |
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