HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 57595388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 11705499 | HCID 11705499 | — |
| Reactant | Butanoic acid, 4-bromo-2,2-dimethyl-, methyl ester | HCID 14928877 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57595388 | HCID 57595388 | 61.6% |
Reaction Steps
N-(4-chlorophenyl)-N-[(2S,4R)-1-(3,5-difluoro-4-hydroxybenzoyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl]acetamide (150 mg, 0.32 mmol) was dissolved in DMF at room temperature and Cs2CO3 (259 mg, 0.80 mmol) was added. Methyl 4-bromo-2,2-dimethylbutanoate (157 mg, 0.48 mmol) was added and the reaction was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water, then extracted three times with ethyl acetate, dried over MgSO4, filtered and concentrated. The crude residue was purified by silica gel chromatography (hexanes-ethyl acetate system) to afford the product (118 mg, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504508B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-89a3a2907acd4c60942e8903b4fca9a9 |
| Source note | uspto-grants-2009_03 |