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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21536Generated: October 25, 2026

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

https://huagongshe.com/reaction/21536

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-3-nitropyridineHCID 79613—
ReactantMethyl (2R)-2-amino-3-(methylsulfanyl)propanoateHCID 1277655—
SolventTriethylamineHCID 8471—
ProductN-(3-nitro-2-pyridyl)-(-)-S-methyl-L-cysteine methyl esterHCID 2285389454.1%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424311
Source datasetuspto-grants-1995_06
ORD IDord-68f2246ec70343a2bb4deaa94940cc63
Source noteuspto-grants-1995_06