HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 2,3-Dimethyl-8-(2,6-dimethylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,6-Dimethylbenzyl Chloride | HCID 221154 | — |
| Reactant | 8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide | HCID 9855789 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,3-Dimethyl-8-(2,6-dimethylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide | HCID 9797245 | 83.4% |
Reaction Steps
8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide (0.6 g, 2.9 mmol), 2,6-dimethylbenzylchloride (0.45 g, 2.9 mmol), sodium carbonate (1.0 g, 9.4 mmol) and potassium iodide (0.2 g, 1.3 mmol) were added to acetone (25 ml) and refluxed for 19 h. Methylene chloride was added and inorganic salts were filtered off. The solution was washed with a bicarbonate solution, the organic layer was separated, dried and the solvents were evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using methylene chloride:methanol (100:5) as eluent and the product was washed with diethyl ether to give 0.78 g (82%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313137B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-902502254b77418a9937de17c4e2f2b3 |
| Source note | uspto-grants-2001_11 |