HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → Ethyl 8-(2,6-Dimethylbenzylamino)-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Dimethylbenzyl Chloride | HCID 221154 | — |
| Reactant | Ethyl 8-Amino-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylate | HCID 22997462 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 8-(2,6-Dimethylbenzylamino)-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylate | HCID 22997466 | 47% |
Reaction Steps
Ethyl 8-amino-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylate (1.3 g, 5.6 mmol), 2,6-dimethylbenzyl chloride (0.9 g, 6.2 mmol), potassium carbonate (1.5 g, 11 mmol) and sodium iodide (0.1 g, 0.6 mmol) were added to acetonitrile (15 ml) and refluxed for 20 h. The solvent was evaporated under reduced pressure. The residue was dissolved in methylene chloride , washed twice with water and the organic layer was separated dried (Na2SO4) and evaporated under reduced pressure. Purification of the residue by column chromatography on silica gel using heptane:ethyl acetate (2:1) as eluent gave 0.9 g (47%) of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06613775B1 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-8532f34b556b4cfda8b41e11893ad865 |
| Source note | uspto-grants-2003_09 |