HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinemethanamine → 6-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| Reactant | 2,6-Dichloropyrazine | HCID 78504 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 6-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amine | HCID 21919356 | 93% |
Reaction Steps
A mixture 2,6-dichloropyrazine (0.671 mmol) and 3-picolylamine (2.014 mmol) in xylene (25 ml) was refluxed overnight. The residue obtained after evaporation of the solvent was suspended between CH2Cl2 (100 ml) and water (100 ml). The organic layer was separated and the aqueous layer was extracted with CH2Cl2 (3×50 ml). The combined organic extracts were washed with brine (1×100 ml), dried (Na2SO4) and the solvent removed in vacuo. The residue was then purified by column chromatography eluting with a hexane:ethyl acetate gradient mixture to afford the desired product (93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122550B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-ebc62879260449368e8b48b95782d75c |
| Source note | uspto-grants-2006_10 |