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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77011Erstellt: 25. Oktober 2026

Dicyclohexylcarbodiimide → HCID 58556961, Verbindung

https://huagongshe.com/reaction/77011

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt3-Quinuclidinol, (-)-HCID 91404—
Edukt(4-Fluoro-phenyl)-(3-fluoro-phenylamino)-acetic acidHCID 54890833—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 58556961HCID 5855696150%

Reaktionsschritte

A mixture of (4-fluoro-phenyl)-(3-fluoro-phenylamino)-acetic acid (I83) (510 mg, 1.94 mmol), (R)-quinuclidin-3-ol (246 mg, 1.94 mmol), HOBT (356 mg, 2.32 mmol) and DCC (480 mg, 2.32 mmol) in THF (10 mL) is stirred at RT overnight (UPLC-MS monitoring: complete conversion). The solvent is evaporated, the crude is dissolved in EtOAc and the insoluble is filtered off. The clear solution is washed with 1N K2CO3 and then with brine. The organic layer is dried over Na2SO4, filtered and evaporated. The crude is purified by silica gel chromatography (EtOAc/MeOH=8/2) to give the title compound as a yellow oil (360 mg, 50% yield, mixture of diastereoisomers).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835682B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-8bca5f053377479a86f0ce21ea4d3066
Quellennotizuspto-grants-2014_09