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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 902008Erstellt: 24. Oktober 2026

Lithium diisopropylamide → HCID 59700616, Verbindung

https://huagongshe.com/de/reaction/902008

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium diisopropylamideHCID 2724682—
Edukt6-ethoxy-4-methyl-quinolineHCID 10965252—
EduktN-methoxy-N,6-dimethylpyridine-2-carboxamideHCID 45869585—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 59700616HCID 5970061620%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07365066B2
Quelldatensatzuspto-grants-2008_04
ORD IDord-1e59d094cba2480e8ab00ff219a5a1f6
Quellennotizuspto-grants-2008_04