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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 389973Erstellt: 25. Oktober 2026

3-Phenylpropylamine → 5-Hydroxypyridine-2-carboxylic acid (3-phenylpropyl)amide

https://huagongshe.com/reaction/389973

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-PhenylpropylamineHCID 16259—
EduktDiisopropylethylamineHCID 81531—
Edukt5-Hydroxypyridine-2-carboxylic acidHCID 268740—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-Hydroxypyridine-2-carboxylic acid (3-phenylpropyl)amideHCID 8602847061,2%

Reaktionsschritte

To a solution of 5-hydroxypyridine-2-carboxylic acid (0.103 g, 0.74 mmol) in dichloromethane was added diisopropylethylamine (0.279 mL, 1.6 mmol), followed by 1-hydroxybenzotriazole monohydrate (0.012 g, 0.8 mmol) and EDCl (0.153 g, 0.8 mmol). The resulting mixture was stirred for 15 minutes and 3-phenyl-1-propylamine (0.108 g, 0.8 mmol) was added. After stirring for 22 h, the reaction mixture was diluted with dichloromethane (80 mL), washed with water, dried over anhydrous Na2SO4 and concentrated in vacuo. Purification by column chromatography afforded 5-hydroxypyridine-2-carboxylic acid (3-phenylpropyl)amide as white crystals (0.116 g, 61% yield). MS (ES+) m/z 257.2 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08383628B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-a9fa6b3d185c4673b13359a4b947e175
Quellennotizuspto-grants-2013_02