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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044464Generated: November 1, 2026

Quinoline → HCID 67408045, compound

https://huagongshe.com/reaction/1044464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinolineHCID 7047—
ReactantSodium CarbonateHCID 10340—
ReactantPyridinium chlorideHCID 10176127—
ReactantHCID 68513538HCID 68513538—
SolventMethanolHCID 887—
ProductHCID 67408045HCID 67408045—

Reaction Steps

A mixture of (−)-trans-2-(2-chloro-4-nitrophenyl)-8-(2-hydroxymethyl-1-methyl pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one (0.4 g, 0.8 mmol), pyridine hydrochloride (0.48 g, 4.1 mmol) and a catalytic amount of quinoline was heated at 180° C. for a period of 2 hrs. The reaction mixture was cooled and diluted with methanol (50 mL) and basified with solid Na2CO3 to pH 10. The reaction mixture was filtered, and washed with methanol. The organic layer was concentrated and the residue purified by column chromatography using 0.1% ammonia and 3% methanol in chloroform as eluent to yield the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563596B2
Source datasetuspto-grants-2013_10
ORD IDord-52fad680944f4fcf8af67f9dcc252929
Source noteuspto-grants-2013_10