HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79414Erstellt: 24. Oktober 2026
Hydrochloric Acid → N-(1-((1-(cyclopropylmethyl)-1H-pyrazol-4-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride
https://huagongshe.com/de/reaction/79414
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Bromomethylcyclopropane | HCID 81503 | — |
| Edukt | Caesium hydroxide--water (1/1/1) | HCID 23679066 | — |
| Edukt | N-(1-((1H-pyrazol-4-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 67259648 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-(1-((1-(cyclopropylmethyl)-1H-pyrazol-4-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride | HCID 67259456 | 21% |
Reaktionsschritte
To a solution of N-(1-((1H-pyrazol-4-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (20 mg, 0.052 mmol; prepared according to Example 21, Step A) in dry DMF (0.5 mL) was added (bromomethyl)cyclopropane (7.0 mg, 0.052 mmol) and cesium hydroxide hydrate (8.7 mg, 0.052 mmol). The mixture was stirred at ambient temperature for 60 minutes. The mixture was filtered, washed with methanol and ethyl acetate, and concentrated under reduced pressure. The residue was purified using preparative thin layer chromatography on silica, eluting with 10% methanol in dichloromethane. The product was dissolved in a mixture of dichloromethane and methanol. Hydrogen chloride (0.52 mmol; 2M solution in diethyl ether) was added and the solvent was removed under reduced pressure, followed by high vacuum to give N-(1-((1-(cyclopropylmethyl)-1H-pyrazol-4-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride (5.6 mg). MS (APCI), positive scan, m/z=440.2 (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-aae273661b554db1865e00aea73b65eb |
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| Quellennotiz | uspto-grants-2014_09 |
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