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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 418292Erstellt: 25. Oktober 2026

Diisopropylethylamine → 1,1-dimethylethyl (2S)-4-{[2-bromo-4-(trifluoromethyl)phenyl]sulfonyl}-2-methyl-1-piperazinecarboxylate

https://huagongshe.com/reaction/418292

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktSodium BicarbonateHCID 516892—
Edukt2-Bromo-4-(trifluoromethyl)benzenesulfonyl chlorideHCID 2778611—
Edukttert-Butyl (2S)-2-methylpiperazine-1-carboxylateHCID 10081508—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1,1-dimethylethyl (2S)-4-{[2-bromo-4-(trifluoromethyl)phenyl]sulfonyl}-2-methyl-1-piperazinecarboxylateHCID 5915206880,8%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 1,1-dimethylethyl(2S)-2-methyl-1-piperazinecarboxylate (1.20 g, 5.99 mmol) and DIPEA (5.45 ml, 31.2 mmol) in dry DCM (60 ml) at 0° C. under Ar was added 2-bromo-4-(trifluoromethyl)benzenesulfonyl chloride (2.04 g, 6.29 mmol) and the resulting clear solution stirred at 0° C. for 2 h. EtOAc (100 ml) and saturated aqueous NaHCO3 (100 ml) were added, the layers separated, then the organic layer washed with 2M aqueous HCl (100 ml) and passed through an hydrophobic frit. The solvent was removed to leave the title compound (2.36 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08093249B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-20c25f3a47db41bb804b7ed37ec24e7c
Quellennotizuspto-grants-2012_01