HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79298Erstellt: 23. Oktober 2026
Thionyl Chloride → N-(3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide
https://huagongshe.com/de/reaction/79298
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | Imidazo(1,2-a)pyridine-3-carboxylic acid | HCID 73142 | — |
| Edukt | Dce thf | HCID 21493386 | — |
| Edukt | 3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-amine | HCID 67259228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 67259608 | 70,9% |
Reaktionsschritte
To imidazo[1,2-a]pyridine-3-carboxylic acid (194 mg, 1.20 mmol) in DCM (5 mL) was added thionyl chloride (2 mL). The reaction mixture was stirred for 2 hours and concentrated to give crude acylchloride HCl salt, to which DCE/THF (2 mL/2 mL) and 3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-amine (211 mg, 0.747 mmol) was added. The reaction mixture was heated to 70° C. and stirred for 1 hour. The reaction mixture was diluted with DCM (20 mL) and washed with saturated NaHCO3 aqueous solution. The organic solution was dried over Na2SO4, filtered and concentrated. Silica gel chromatography (DCM/MeOH 10:1) provided the desired product (226 mg). MS (ES+APCI) m/z=427 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841455B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-c00b4facc8a94ea88374eda9c0943ec1 |
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| Quellennotiz | uspto-grants-2014_09 |
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