HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78559Erstellt: 23. Oktober 2026
Sodium Carbonate → Methyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylate
https://huagongshe.com/de/reaction/78559
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Methyl 3-Amino-6-bromopyrazine-2-carboxylate | HCID 227251 | — |
| Edukt | 4-(Methanesulfonyl)phenylboronic acid | HCID 2734364 | — |
| Katalysator | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Methyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylate | HCID 51000410 | 53% |
Reaktionsschritte
A mixture of methyl 3-amino-6-bromo-pyrazine-2-carboxylate (1.5 g, 6.465 mmol), (4-methylsulfonylphenyl)boronic acid (1.552 g, 7.758 mmol), bis(triphenylphosphine) palladium(II)dichloride (226.9 mg, 0.3233 mmol), and Na2CO3 (9.700 mL of 2 M, 19.40 mmol) in DME (18.75 mL) were heated in the microwave at 110° C. for 1 hour. The resultant mixture was diluted with EtOAc and washed with water. The organic phase was dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel by flash column chromatography (50% EtOAc/hexanes) to afford the title compound (600 mg, 53% Yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841308B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-c79dc17f14994985b8414819b5254db4 |
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| Quellennotiz | uspto-grants-2014_09 |
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