HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Butanone, 3-bromo- → 2,3-Dimethyl-8-(2-ethyl-6-methylbenzyloxy)-imidazo[1,2-a]pyridine-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Butanone, 3-bromo- | HCID 13142 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Amino-5-(2-ethyl-6-methylbenzyloxy)nicotinamide | HCID 18357433 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2,3-Dimethyl-8-(2-ethyl-6-methylbenzyloxy)-imidazo[1,2-a]pyridine-6-carboxamide | HCID 9819177 | 35.1% |
Reaction Steps
6-amino-5-(2-ethyl-6-methylbenzyloxy)nicotinamide (0.14 g, 0.49 mmol), 3-bromo-2-butanone (0.075 g, 0.49 mmol) and sodium bicarbonate (0.1 g, 1.2 mmol) was added to acetonitrile (3 ml) and was refluxed for 20 h. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using methylene chloride:methanol (9:1) as eluent. Crystallization from acetonitrile gave 0.058 g (35%) 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-8b60a32ff297408e940b6e3bfa71a9f6 |
| Source note | uspto-grants-2001_11 |