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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1264567Erstellt: 25. Oktober 2026

Acetic Acid → Laniquidar

https://huagongshe.com/reaction/1264567

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodium CyanateHCID 517096—
Edukt6,11-dihydro-11-[1-[2-[4-(2-quinolinylmethoxy)phenyl]ethyl]-4-piperidinylidene]-5H-imidazo[2,1-b][3]benzazepine-3-carboxaldehydeHCID 9915664—
KatalysatorHCID 178418406HCID 178418406—
LösungsmittelMethanolHCID 887—
ProduktLaniquidarHCID 645080687,9%

Reaktionsschritte

A mixture of compound 4 (164 g), sodium cyanate (80 g) and manganese dioxide (500 g) in methanol (5.5 l) was stirred at room temperature. Ethanoic acid (122 g) was added dropwise and the resulting reaction mixture was stirred and refluxed overnight. The reaction mixture was filtered over dicalite, and the filter residue was rinsed with CH3OH/CH2Cl2. The filtrate was evaporated. The residue was partitioned between DCM and aqueous K2CO3 solution. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated. The residue was crystallized from ACN. The precipitate was filtered off and dried, yielding 152 g (87%) of methyl 6,11-dihydro-11-[1-[2-[4-(2-quinolinylmethoxy)phenyl]ethyl]-4-piperidinylidene]-5H-imidazo[2,1-b][3]-benzazepine-3-carboxylate (compound 6, mp. 179.3° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06544979B1
Quelldatensatzuspto-grants-2003_04
ORD IDord-3c088e2395bb498cb10787b0b9977b1d
Quellennotizuspto-grants-2003_04