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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15996Erstellt: 26. Oktober 2026

Acetic Acid → 6-[1,2,3]Triazolo[4,5-b]pyrazin-1-ylmethyl-quinoline

https://huagongshe.com/reaction/15996

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktEthyl AcetateHCID 8857—
Edukt6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinolineHCID 54775608—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
Produkt6-[1,2,3]Triazolo[4,5-b]pyrazin-1-ylmethyl-quinolineHCID 5934193320%

Reaktionsschritte

A solution of 6-(6-bromo-[1,2,3]triazolo[4,5-b]pyrazin-1-ylmethyl)-quinoline (200 mg, 0.586 mmol) in MeOH (10 mL):AcOH (1 mL): EtOAc (1 mL) was degassed 3 times with nitrogen. To this solution was added Pd/C (20 mg). A balloon containing hydrogen was added via syringe and the reaction was allowed to stir for 18 hours at room temperature. The reaction did not complete and more Pd/C was added (20 mg) and stirred for 18 hours at room temperature. The reaction was stopped when LCMS showed a ratio of 1:1 (product:starting material). The reaction was filtered over celite and washed with EtOAc (50 mL). The filtered solution was concentrated and purified by Biotage silica gel column chromatography with EtOAc: Hexanes to give 30 mg of the product 6-[1,2,3]triazolo[4,5-b]pyrazin-1-ylmethyl-quinoline (20% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732604B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-4825ae5a95894914b5d5be85049a19ca
Quellennotizuspto-grants-2010_06