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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 383774Erstellt: 25. Oktober 2026

Dimethylformamide → 3-(1-{[2-Bromo-3',5'-bis(trifluoromethyl)biphenyl-4-yl]carbonyl}pyrrolidin-3-yl)pyridine

https://huagongshe.com/reaction/383774

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt2-Bromo-3',5'-bis(trifluoromethyl)biphenyl-4-carboxylic acidHCID 86657756—
Produkt3-(1-{[2-Bromo-3',5'-bis(trifluoromethyl)biphenyl-4-yl]carbonyl}pyrrolidin-3-yl)pyridineHCID 86657753—

Reaktionsschritte

i-5d (179 mg, 1.21 mmol) was added to a stirred solution of 3a (500 mg, 1.21 mmol), N-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (255 mg, 1.33 mmol) and 1-hydroxybenzotriazole 185 mg, 1.21 mmol) in DMF (8.00 mL). After 4 h, the reaction mixture was quenched with said, aq. NaHCO3 and extracted with EtOAc. The organic layer was washed with water and brine, dried (sodium sulfate) and concentrated in vacuo. The resulting crude residue was purified by column chromatography on silica gel (gradient elution; 0%-5% methanol/EtOAc as eluent) to afford the title compound 3b. m/z (ES) 543 (MH)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08367679B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-565eb4acbea748179c320f971fd30d70
Quellennotizuspto-grants-2013_02