HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(6-Bromo-quinolin-2-ylmethyl)-acetamide → 7-Bromo-1-methyl-imidazo[1,5-a]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(6-Bromo-quinolin-2-ylmethyl)-acetamide | HCID 67091079 | — |
| Solvent | Phosphorus oxychloride | HCID 24813 | — |
| Product | 7-Bromo-1-methyl-imidazo[1,5-a]quinoline | HCID 67091375 | — |
Reaction Steps
4c (213 mg, 0.82 mmol) was refluxed in phosphorus oxychloride (5 mL) for 1 hour. The mixture was cooled to room temperature, concentrated, and diluted with saturated aqueous NaHCO3 and EtOAc. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified by silica gel chromatography (50-100% EtOAc in hexanes) to give the desired product, 4d.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919621B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-74f56c4a4bd749c6b6706af297154852 |
| Source note | uspto-grants-2011_04 |