HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hexane → N-methoxy-N-methylimidazo[1,2-a]pyridine-7-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hexane | HCID 8058 | — |
| Edukt | Dimethylhydroxylamine | HCID 27970 | — |
| Edukt | Methyl imidazo(1,2-a)pyridine-7-carboxylate | HCID 15096964 | — |
| Edukt | Trimethylaluminum | HCID 16682925 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-methoxy-N-methylimidazo[1,2-a]pyridine-7-carboxamide | HCID 59320928 | — |
Reaktionsschritte
To a solution of Imidazo[1,2-a]pyridine-7-carboxylic acid methyl ester (0.67 g, 3.83 mmol) and dimethylhydroxylamine (0.93 g, 9.57 mmol) in CH2Cl2 (40 ml) at 0° C. was added 2M trimethylaluminium solution in hexane (3.8 ml, 9.57 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 1 h, before being cooled back to 0° C. and quenched with ice. The reaction was filtered and liquid fraction partitioned between CH2Cl2/H2O. The organic layer was separated, dried (MgSO4), filtered and the solvent removed in vacuo to afford the crude product. The residue was purified by silica column chromatography (0-50% MeOH in Et2O) to afford the product (187 mg). MS: [M+H]+=206.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08895745B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-f187bdd8f00149fabc0c4d5902353323 |
| Quellennotiz | uspto-grants-2014_11 |