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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228932Generated: October 29, 2026

Methanesulfonic Acid → 4-(5,6-Dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinolin-7-ol

https://huagongshe.com/reaction/228932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant7-Benzyloxy-4-(5,6-dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinolineHCID 23078382—
SolventTrifluoroacetic acidHCID 6422—
Product4-(5,6-Dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinolin-7-olHCID 135854839109.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

7-Benzyloxy-4-(5,6-dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinoline (compound 331) (958 mg) was dissolved in trifluoroacetic acid (9.5 ml) to prepare a solution. Methanesulfonic acid (0.95 ml) was added to the solution, and the mixture was stirred at 70° C. for one hr. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. An aqueous sodium hydrogencarbonate solution was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform-methanol to give the title compound (848 mg, yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-16ae57d124bc49268996b5f3e1bd0282
Source noteuspto-grants-2009_07