HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 18466902, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Aminopyrazine | HCID 78747 | — |
| Reactant | Ethyl 3-(5-bromo-2-methoxyphenyl)propanoate | HCID 18466882 | — |
| Reactant | HCID 18466885 | HCID 18466885 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 18466902 | HCID 18466902 | 48% |
Reaction Steps
A solution of 11.94 g of the 3:2 mixture of ethyl 3-bromo-4-(2-methoxy-5-bromophenyl)-2-oxobutanoate and ethyl 3-(2-methoxy-5-bromophenyl)propanoate in 150 mL of ethanol is treated with 2.85 g (30.0 mmol) of 2-aminopyrazine and heated to reflux temperature for 16 hr. The reaction mixture is cooled to room temperature and treated with 10 g of potassium carbonate. The mixture is filtered through Celite and the solvent removed in vacuo to yield the crude material. The resulting residue is flash chromatographed with initially 1% methanol in dichloromethane and then 3% methanol in dichloromethane to afford 3.7 g (48% based on starting material) ethyl 3-[(5-bromo-2-methoxyphenyl)methyl]-imidazolo[1,2-a]pyridine-2-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06420365B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-a8562f0234f247d583a5e75531bb70ca |
| Source note | uspto-grants-2002_07 |