HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide → 5-Iodo-1H-indazole-3-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide | HCID 20580738 | — |
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-Iodo-1H-indazole-3-carbaldehyde | HCID 178520035 | 58,4% |
Reaktionsschritte
To a solution of 5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide (500 mg, 1.51 mmol), from Synthetic Preparation 6, in THF (10 mL) at 0° C. was added lithium aluminum hydride (61 mg, 1.66 mmol). After 30 min, the reaction was quenched by the slow addition of EtOAc followed by 0.4N NaHSO4, and extracted. The organic layer was washed with brine, dried, and concentrated. The crude product was purified by flash chromatography to give 5-iodo-1H-indazole-3-carboxaldehyde (240 mg, 58.2%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08198456B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-5fc2b1c1673d47bf8439ad9dccac66dc |
| Quellennotiz | uspto-grants-2012_06 |