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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 469089Erstellt: 24. Oktober 2026

Methanol → 4-Methoxy-N,2,6-trimethyl-N-[(5-{[4-(3-pyrrolidin-1-ylpropyl)piperazin-1-yl]carbonyl}-1,3,4-oxadiazol-2-yl)methyl]benzenesulfonamide

https://huagongshe.com/de/reaction/469089

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
Edukt1-(3-Pyrrolidinopropyl)PiperazineHCID 2737252—
EduktTrimethylaluminumHCID 16682925—
EduktMethyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylateHCID 67217606—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Methoxy-N,2,6-trimethyl-N-[(5-{[4-(3-pyrrolidin-1-ylpropyl)piperazin-1-yl]carbonyl}-1,3,4-oxadiazol-2-yl)methyl]benzenesulfonamideHCID 58393208—

Reaktionsbedingungen

Temperatur-40 °C

Reaktionsschritte

1-(3-Pyrrolidin-1-ylpropyl)piperazine (128 mg, 1.65 mmol) was dissolved in THF (5 mL) and the resulting solution was cooled to −40° C. prior to the addition of trimethylaluminium (2 M in toluene, 0.59 mL). The reaction was stirred for 15 min at −40° C. and a solution of methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylate (200 mg, 0.54 mmol) in THF (5 mL) was added dropwise. The reaction was stirred at ambient temperature for 18 h and MeOH (5 mL) was added. The solvents were removed in vacuo and the resulting residue was purified by FCC, eluting with 0-2% MeOH in DCM to afford the title compound as a pale yellow semi solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08623859B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-2281eb1867284a5ca0e93fe9947c5ae1
Quellennotizuspto-grants-2014_01