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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 919841Erstellt: 25. 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/919841

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
PatentnummerUS09271970B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-a58fac9ed7ad496dab6fc3acf305150a
Quellennotizuspto-grants-2016_03