HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1022243Erstellt: 24. Oktober 2026
Potassium Carbonate → 5-Bromo-1-methyl-3-(3-methylisothiazol-5-ylamino)pyrazin-2(1H)-one
https://huagongshe.com/de/reaction/1022243
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3-Methylisothiazol-5-amine | HCID 32307 | — |
| Edukt | Binap, (A+-)- | HCID 634876 | — |
| Edukt | 3,5-Dibromo-1-methyl-1H-pyrazin-2-one | HCID 13062969 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-Bromo-1-methyl-3-(3-methylisothiazol-5-ylamino)pyrazin-2(1H)-one | HCID 86684600 | 50% |
Reaktionsschritte
A sealed tube equipped with a magnetic stirrer was charged with 3-methylisothiazol-5-amine (170 mg, 1.5 mmol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (400 mg, 1.5 mmol), Pd(OAc)2 (84 mg, 0.375 mmol), BINAP (116 mg, 0.188 mmol), K2CO3 (450 mg, 4.5 mmol), and 1,4-dioxane (4 mL). After three cycles of vacuum/nitrogen flush, the mixture was heated at 120° C. in a sealed tube for 18 h. It was then cooled to room temperature and filtered. The filtrate was evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (100:1 to 25:1) to afford 331a (220 mg, 50%) as a yellow solid. MS-ESI: [M+H]+ 301.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08716274B2 |
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| Quelldatensatz | uspto-grants-2014_05 |
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| ORD ID | ord-c2387c97806f4e66aa95dbbbb8347ac1 |
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| Quellennotiz | uspto-grants-2014_05 |
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