HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → HCID 86698899, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Triethylazanium chloride | HCID 12698378 | — |
| Reactant | HCID 67977265 | HCID 67977265 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86698899 | HCID 86698899 | 100.2% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
8-chloro-3-methyl-5-(2-(piperidin-1-yl)ethoxy)quinolin-2(1H)-one (160 mg, 0.5 mmol, 1 eq.) was placed in acetonitrile (1.2 mL) in the presence of POCl3 (233 μL, 2.5 mmol, 5 eq.) and triethylammonium chloride (570 mg, 2.5 mmol, 5 eq.). The reaction mixture was stirred at 120° C. during 3 hours. The mixture was then concentrated under reduced pressure and, after adding water to the residue (5 mL), was stirred at room temperature during 30 minutes. Then the resulting precipitate was washed with water and filtered to give 2,8-dichloro-3-methyl-5-(2-(piperidin-1-yl)ethoxy)quinoline (170 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09061999B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-58aa4384e5c3486889f73f42e6ceec76 |
| Source note | uspto-grants-2015_06 |