HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromopyruvate → 6-Tert-butyl 2-ethyl 5-chloro-7-methylimidazo[1,2-a]pyridine-2,6-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromopyruvate | HCID 66144 | — |
| Reactant | Tert-butyl6-amino-2-chloro-4-methylnicotinate | HCID 117631130 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-Tert-butyl 2-ethyl 5-chloro-7-methylimidazo[1,2-a]pyridine-2,6-dicarboxylate | HCID 117632463 | 86.9% |
Reaction Steps
A solution of tert-butyl 6-amino-2-chloro-4-methylnicotinate (9.4 g, 38.7 mmol, 1 equiv) and ethyl bromopyruvate (6.5 mL, 46.5 mmol, 1.2 equiv) in EtOH (194 mL) was heated to reflux for 2 h. Upon cooling to ambient temperature, the solution was concentrated in vacuo. The residue was triturated in ether and filtered to provide the product (11.4 g, 70%) as a cream colored solid. LCMS (ESI, M+1): 339.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409922B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-fbfd72b06d094da282ec565b420b3032 |
| Source note | uspto-grants-2016_08 |