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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1942948Erstellt: 26. Oktober 2026

Myosmine → 3-(Pyrrolidin-2-yl)pyridine

https://huagongshe.com/reaction/1942948

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMyosmineHCID 442649—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
Produkt3-(Pyrrolidin-2-yl)pyridineHCID 412—

Reaktionsschritte

(J. Org. Chem., 1982, 47, 4165-4167). Hatton et al. used palladium on activated carbon in methanol to reduce myosmine labeled with stable isotope, [6-2H]-myosmine to [6-2H]-nornicotine (J. Label Compd. Radiopharm. 2009, 52, 117-122). After screening a number of catalysts, we selected palladium on carbon with methanol as medium. After general workup, the pure (R,S)-nornicotine was isolated by high vacuum distillation in high yields and high purity. Conversion of (R,S)-nomicotine to (R,S)-nicotine was carried out by N-methylation using formaldehyde and formic acid as reported in the literature (J. Amer. Chem. Soc., 1993, 115, 381-387).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08389733B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-e7ea3667c47f4aa9a06119cb1b05a774
Quellennotizuspto-grants-2013_03