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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15773Erstellt: 26. Oktober 2026

Sodium Carbonate → 1-(3-Aminophenyl)2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethanol

https://huagongshe.com/reaction/15773

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Bromo-1-(3-nitrophenyl)ethan-1-oneHCID 75213—
EduktSodium borohydrideHCID 4311764—
Edukt2-Methyl-5-piperazin-1-yl-quinolineHCID 49851901—
LösungsmittelMethanolHCID 887—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(3-Aminophenyl)2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethanolHCID 5744428155%

Reaktionsschritte

Sodium carbonate (1.5 eq) and 2-bromo-1-(3-nitrophenyl)ethanone (1.5 eq) were added to a stirred solution of 2-methyl-5-(1-piperazinyl)quinoline (D3) (1 eq) in tetrahydrofuran at room temperature under an inert atmosphere, and the reaction was left under stirring for 1 h. The solution was then diluted with MeOH, NaBH4 (2 eq) was added and the reaction was left under stirring for 1 h. The solvent was removed under reduced pressure. The crude material was purified on SPE cartridge (SCX) using as eluant a gradient from MeOH to MeOH:CH2Cl2 (1:1) and then 2M NH3 in MeOH affording an intermediate which was reduced following a similar procedure to D6 to give the title compound in 55% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732600B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-59b1fdf8d14e4ce3af11003141c21abf
Quellennotizuspto-grants-2010_06