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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42137Erstellt: 24. Oktober 2026

2-Amino-5-bromopyridine → N-(5-Bromopyridin-2-yl)-4-methanesulfonylbenzamide

https://huagongshe.com/de/reaction/42137

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Amino-5-bromopyridineHCID 70622—
Eduktp-(Methylsulphonyl)benzoic acidHCID 77670—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(5-Bromopyridin-2-yl)-4-methanesulfonylbenzamideHCID 6065097132%

Reaktionsschritte

To a solution of 4-methanesulfonylbenzoic acid (100 mg, 0.50 mmol) and 2-amino-5-bromopyridine (104 mg, 0.60 mmol) in dry dichloromethane (10 mL) was added 4-(dimethylamino)pyridine (67 mg, 0.55 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (105 mg, 0.55 mmol). The mixture was stirred at room temperature overnight under N2, diluted with water (10 mL) and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/ethyl acetate=3/1) to give the title compound as a white crystal (56 mg, yield 32%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536176B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-4c00404d38ee45448ee89b81e24fc793
Quellennotizuspto-grants-2013_09