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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 69204Erstellt: 24. Oktober 2026

Sodium Hydroxide → HCID 57917269, Verbindung

https://huagongshe.com/de/reaction/69204

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktSodium hydrideHCID 24758—
EduktTrimethyloxosulphonium chlorideHCID 197819—
EduktHCID 57917448HCID 57917448—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktHCID 57917269HCID 57917269—

Reaktionsschritte

NaH 60% (96 mg, 2.41 mmol) was introduced in a round bottom flask and placed under nitrogen. A solution of trimethylsulfoxonium chloride (372 mg, 2.84 mmol) in DMSO (4 mL) was added slowly at rt. It was stirred for 30 min until H2 releasing was over. Then, a solution of 6-{1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-vinyl}-quinoline (Example 155, 100 mg, 0.284 mmol) in DMSO (3 mL) was added dropwise. The RM was stirred for 1.5 h and then poured into 1 N NaOH. It was extracted twice with EtOAc and the organics were joined and washed with brine, dried over Na2SO4 and concentrated. The residue was again taken up in EtOAc and washed with water 4 times to take away remaining DMSO then washed with brine, dried over Na2SO4 and concentrated. It was purified by preparative HPLC with acetonitrile and water (+0.1% TFA) to give the title compound as a light yellow solid (tR 1.0 min (conditions 1), MH+=367).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822468B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a6e186ac16f14178b17f68596db5173d
Quellennotizuspto-grants-2014_09