HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthovalerate → 6-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylhexan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthovalerate | HCID 83755 | — |
| Reactant | 6-(3-Aminoquinolin-4-ylamino)-1-phenylhexan-1-one | HCID 68928127 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylhexan-1-one | HCID 68930415 | 87.7% |
Reaction Steps
A solution of 6-(3-aminoquinolin-4-ylamino)-1-phenylhexan-1-one (2.09 g, 6.25 mmol) and trimethyl orthovalerate (1.52 g, 9.37 mmol) in toluene (50 mL) was heated at reflux under a Dean-Stark trap for 2 hours, then concentrated under reduced pressure to provide 6-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylhexan-1-one (2.19 g) as a dark red oil that was used directly in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691837B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-6f1e71e222b849868fe57ff144e3218a |
| Source note | uspto-grants-2014_04 |