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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174473Generated: October 31, 2026

Phosphorus oxychloride → HCID 86698899, compound

https://huagongshe.com/reaction/2174473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantTriethylazanium chlorideHCID 12698378—
ReactantHCID 67977265HCID 67977265—
SolventAcetonitrileHCID 6342—
ProductHCID 86698899HCID 86698899100.2%

Reaction Conditions

Temperature120 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09061999B2
Source datasetuspto-grants-2015_06
ORD IDord-58aa4384e5c3486889f73f42e6ceec76
Source noteuspto-grants-2015_06