HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-3-nitropyridine → N-(3-nitro-2-pyridyl)-(-)-S-methyl-L-cysteine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | Methyl (2R)-2-amino-3-(methylsulfanyl)propanoate | HCID 1277655 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-(3-nitro-2-pyridyl)-(-)-S-methyl-L-cysteine methyl ester | HCID 22853894 | 54.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05424311 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-68f2246ec70343a2bb4deaa94940cc63 |
| Source note | uspto-grants-1995_06 |