HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89854527, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Chloro-3-nitropyridin-2-ylamine | HCID 2724035 | — |
| Reactant | HCID 89853279 | HCID 89853279 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 89854527 | HCID 89854527 | 41% |
Reaction Steps
To a solution of (5S)-5-methyl-2-(pyridin-2-yl)morpholine (0.7 g, 3.93 mmol) in dimethylsulfoxide (20 mL) was added triethylamine (0.68 g, 7.86 mmol). After 10 min, 6-chloro-3-nitropyridin-2-amine (0.68 g, 3.93 mmol) was added. After 4 h at 110° C., the mixture was cooled to room temperature, and then was partitioned between ethyl acetate and water. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified via silica gel chromatography (80% ethyl acetate in petroleum ether) to afford 6-((5S)-5-methyl-2-(pyridin-2-yl)morpholino)-3-nitropyridin-2-amine (0.5 g, 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296745B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-a01093846cb444a9bff18e3cbe1183ea |
| Source note | uspto-grants-2016_03 |