HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(2-formylhydrazinecarbonyl)imidazo[1,2-a]pyridine-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Hydrazinecarboxaldehyde | HCID 12229 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridine-7-carboxylic acid | HCID 67260149 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(2-formylhydrazinecarbonyl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 67260976 | 70,7% |
Reaktionsschritte
To 3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridine-7-carboxylic acid (26 mg, 0.057 mmol; prepared as in Example 28, Step A) in DMF was added formohydrazide (6.9 mg, 0.11 mmol), N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (22 mg, 0.11 mmol), 1H-benzo[c/][1,2,3]triazol-1-ol hydrate (15 mg, 0.11 mmol) and triethylamine (17 mg, 0.17 mmol). The reaction mixture was stirred for 16 hours at ambient temperature, diluted with DCM (30 mL), washed with H2O, dried (Na2SO4) and concentrated under reduced pressure. The residue was triturated with Et2O (30 mL) to give the product (20 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08841455B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-009cc147dfad468582c986530bee1761 |
| Quellennotiz | uspto-grants-2014_09 |