HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | HCID 68762381 | HCID 68762381 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate | HCID 11171725 | — |
Reaction Steps
Add ethyl 4,4-dimethoxybut-2-enoate (2.0 g, 11.48 mmol) and p-toluenesulfonic acid (catalytic) to 4:1 acetonitrile:water. Reflux for 1 hour and add 2-aminopyridine (1.08 g, 11.48 mmol). Reflux for 1 hour, dilute with ethyl acetate, and wash saturated aqueous sodium bicarbonate followed by saturated aqueous sodium chloride. Concentrate under reduced pressure to provide the desired compound as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022065B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-7dc9ee2fcf4a480ea486155737853933 |
| Source note | uspto-grants-2011_09 |