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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 511857Erstellt: 26. Oktober 2026

1,2-Dichloroethane → (R)-2-(4-bromophenoxy)-N-(1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)acetamide

https://huagongshe.com/reaction/511857

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktTriethylamineHCID 8471—
Eduktp-Bromophenoxyacetic acidHCID 74657—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktAzane;hydrochlorideHCID 12820921—
Edukt(1R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethan-1-amine dihydrochlorideHCID 66892447—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-2-(4-bromophenoxy)-N-(1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)acetamideHCID 4979285581%

Reaktionsschritte

To a suspension of (R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethanamine 2HCl salt (173 mg, 0.79 mmol) and 2-(4-bromophenoxy)acetic acid (200 mg, 0.87 mmol) in dichloromethane (5 mL) were added triethylamine (400 mg, 3.9 mmol), EDC (180 mg, 0.94 mmol) and HOBT (60 mg, 0.39 mmol) respectively. The reaction mixture was stirred at room temperature for 18 hours. Sat. ammonia hydrochloride aqueous solution was added to the mixture. The organic layer was extracted with ethyl acetate, washed with brine, and dried over sodium sulfate. After the filtration to separate solvent and sodium sulfate, the solvent was removed under reduced pressure to give the residue, which was applied to a silica gel chromatography column and eluted with a hexane/ethylacetate=2/1 (v/v) to furnish 276 mg (81% yield) of the title as a colorless oil;

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09101616B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-0c0ebec6a11c481393fb389952510e81
Quellennotizuspto-grants-2015_08