HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 2-[(3-nitropyridin-2-YL)amino]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 2-[(3-nitropyridin-2-YL)amino]acetate | HCID 14062544 | 74.9% |
Reaction Steps
To a solution of 2-chloro-3-nitropyridine (25.3 g) in EtOH (300 mL) were added ethyl 2-aminoacetate hydrochloride (28.7 g) and triethylamine (28.9 mL) at room temperature, and the mixture was refluxed for 1 day. The mixture was concentrated under reduced pressure. The residual crystals were removed by filtration and washed with AcOEt. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, eluted with 20%-70% AcOEt in hexane). The residual crystals were removed by filtration and washed with IPE. The filtrate was concentrated under reduced pressure to give the title compound (26.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846713B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-bc836a2193aa495fafcbc1ada322dedc |
| Source note | uspto-grants-2014_09 |