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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1410847Erstellt: 27. Oktober 2026

Beta-Alanine → 3-[(1-Benzyl-5-hydroxy-2-oxo-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid

https://huagongshe.com/reaction/1410847

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBeta-AlanineHCID 239—
EduktSodium MethoxideHCID 10942334—
Edukt1-Benzyl-5-hydroxy-2-oxo-1,2-dihydro-[1,7]naphthyridine-6-carboxylic acid methyl esterHCID 68297435—
Produkt3-[(1-Benzyl-5-hydroxy-2-oxo-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acidHCID 6015154069,1%

Reaktionsschritte

A mixture of 1-benzyl-5-hydroxy-2-oxo-1,2-dihydro-[1,7]naphthyridine-6-carboxylic acid methyl ester (40 mg, 0.13 mmol), β-alanine (920 mg, 10.3 mmol) and NaOMe solution (15 mL, 7.7 mmol, 0.5 M in MeOH) was refluxed for 16 h. The solvent was evaporated in vacuo, and the residue was dissolved in water and washed several times with ether. The aqueous layer was acidified to pH about 2 with 4 M HCl, and the resulting precipitate was collected by filtration and dried to give 33 mg of the title compound as an off-white solid. MS: (+) m/z 368.24 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08921389B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-c53f7a8e1487475d99fcf027ee6c4178
Quellennotizuspto-grants-2014_12