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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669970Generated: October 30, 2026

8-Hydroxyquinoline → HCID 11990427, compound

https://huagongshe.com/reaction/1669970

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-HydroxyquinolineHCID 1923—
Reactant4-FluorophenolHCID 9732—
ReactantCesium carbonateHCID 10796—
ReactantHCID 1019269HCID 1019269—
CatalystCuprous chlorideHCID 62652—
SolventFormic AcidHCID 284—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 11990427HCID 11990427106.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

To 2-(4-iodo-benzoylamino)-benzoic acid methyl ester [75541-84-3] (50 mg) in 1-methyl-2-pyrrolidinone (1 mL) was added 4-fluorophenol (29.4 mg), copper (I) chloride (6.6 mg), cesium carbonate (85 mg) and 8-hydroxy-chinolin (4.7 mg). The reaction mixture was stirred at 120° C. for 18 hours. After such time, the reaction mixture was allowed to cool down to room temperature, diluted with water, formic acid was added (0.3 mL) and the solution was purified by preparative HPLC to yield 2-[4-(4-fluoro-phenoxy)-benzoylamino]-benzoic acid (49.1 mg). MS (m/e): 332.1 (M−H−, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989657B2
Source datasetuspto-grants-2011_08
ORD IDord-8428ff121300457983615b953773a301
Source noteuspto-grants-2011_08