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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 361349Erstellt: 25. Oktober 2026

Isobutyric Acid → 4-((2-Methylpropyl)amino)-3-pyridinol N,N-diethylcarbamate

https://huagongshe.com/reaction/361349

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsobutyric AcidHCID 6590—
EduktSodium HydroxideHCID 14798—
EduktSodium borohydrideHCID 4311764—
Edukt4-Aminopyridin-3-yl diethylcarbamateHCID 54304019—
LösungsmittelBenzeneHCID 241—
Produkt4-((2-Methylpropyl)amino)-3-pyridinol N,N-diethylcarbamateHCID 5426348833%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

A solution of isobutyric acid (49.85 g) in 100 ml of benzene was treated with NaBH4 (6.91 g added portionwise). After the frothing subsided, 4-amino-3-pyridinol N,N-diethylcarbamate (4.90 g) was added and the mixture was heated at 85° C. for 3 hours. The reaction mixture was poured into a dilute NaOH solution and the aqueous phase was extracted with ethyl acetate (3×). The combined organics were washed with water and dried (saturated NaCl, MgSO4). The desired amine was purified via flash chromatography to give 2.05 g of solid. This product was recrystallized from hexane to give analytically pure material, m.p. 71°-75° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05866565
Quelldatensatzuspto-grants-1999_02
ORD IDord-9306d75900894322aca538c4dd52edb5
Quellennotizuspto-grants-1999_02