HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Lithium diisopropylamide → HCID 59700616, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Lithium diisopropylamide | HCID 2724682 | — |
| Edukt | 6-ethoxy-4-methyl-quinoline | HCID 10965252 | — |
| Edukt | N-methoxy-N,6-dimethylpyridine-2-carboxamide | HCID 45869585 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 59700616 | HCID 59700616 | 20% |
Reaktionsschritte
To a solution of 6-ethoxy-4-methyl-quinoline (360 mg, 2.0 mmol) in THF at −78° C. add 1.5M lithium diisopropylamide (4.6 ml, 7.0 mmol) dropwise and stir for 1 hour. 6-Methyl-pyridine-2-carboxylic acid methoxy-methyl-amide (430 mg, 2.4 mmol) is then added, and the mixture stirred for 30 minutes at −78° C. before quenching with 1N HCl (5 ml). Neutralize with saturated aqueous NaHCO3 and extract with EtOAc (3×50 ml). The organic phase is then dried with MgSO4 and concentrated in vacuo. The crude product was chromatographed on silica gel (elute with 50/50 Hexane/EtOAc) to give 120 mg (20%) of the title compound. MS ES+ m/e 307.1 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07365066B2 |
| Quelldatensatz | uspto-grants-2008_04 |
| ORD ID | ord-1e59d094cba2480e8ab00ff219a5a1f6 |
| Quellennotiz | uspto-grants-2008_04 |