HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1874513Erstellt: 23. Oktober 2026
Water → N-{3-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide
https://huagongshe.com/de/reaction/1874513
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Bromine | HCID 24408 | — |
| Edukt | Potassium thiocyanate | HCID 516872 | — |
| Edukt | N-{3-[(5-aminopyridin-2-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide | HCID 57749235 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | N-{3-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide | HCID 57749158 | 51% |
Reaktionsschritte
To a suspension of N-{3-[(5-aminopyridin-2-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (1.75 g, 5.41 mmol) and potassium thiocyanate (4.21 g, 43.3 mmol) in acetic acid (10 mL) was added dropwise with stirring under ice-cooling a solution of bromine (1 mL) in acetic acid (4 mL), and the mixture was stirred at 0° C. for 2 hr and at room temperature for 15 hr. Water (10 mL) was added to the reaction mixture, and the mixture was heated to 80° C. and filtered through celite. The filtrate was neutralized with 8N aqueous sodium hydroxide solution, and the precipitated solid was collected by filtration and washed with water to give the title compound (1.05 g, 51%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08304557B2 |
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| Quelldatensatz | uspto-grants-2012_11 |
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| ORD ID | ord-a4ece0ed46dd4d0eabb5c4763283bfda |
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| Quellennotiz | uspto-grants-2012_11 |
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