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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 21536Erstellt: 24. Oktober 2026

2-Chloro-3-nitropyridine → N-(3-nitro-2-pyridyl)-(-)-S-methyl-L-cysteine methyl ester

https://huagongshe.com/de/reaction/21536

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Chloro-3-nitropyridineHCID 79613—
EduktMethyl (2R)-2-amino-3-(methylsulfanyl)propanoateHCID 1277655—
LösungsmittelTriethylamineHCID 8471—
ProduktN-(3-nitro-2-pyridyl)-(-)-S-methyl-L-cysteine methyl esterHCID 2285389454,1%

Reaktionsschritte

In analogy to Example 2, but using only one mole equivalent of triethylamine, 5 g (27 mmol) of (-)-S-methyl-L-cysteine methyl ester were reacted with 3.51 g (22.5 mmol) of 2-chloro-3-nitropyridine (reaction conditions: 5 hours at 80° C.). Working up was followed by chromatography on silica gel (n-heptane/acetone/methyl t-butyl ether=5:1:1). 3.3 g (45%) of N-(3-nitro-2-pyridyl)-(-)-S-methyl-L-cysteine methyl ester, of melting point 95°-97° C., were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05424311
Quelldatensatzuspto-grants-1995_06
ORD IDord-68f2246ec70343a2bb4deaa94940cc63
Quellennotizuspto-grants-1995_06