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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105624Generated: October 25, 2026

8-Hydroxyquinoline → 8-[4-[4-(Trifluoromethyl)phenyl]-2-pyridyloxy]quinoline

https://huagongshe.com/reaction/2105624

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-HydroxyquinolineHCID 1923—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-4-(4-trifluoromethylphenyl)pyridineHCID 28875863—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product8-[4-[4-(Trifluoromethyl)phenyl]-2-pyridyloxy]quinolineHCID 57808232—

Reaction Steps

This material was prepared according to the method described in Example 413 using 2-chloro-4-(4-trifluoromethyl-phenyl)-pyridine (Example 410 (c), 0.16 g, 0.6 mmol), 8-hydroxyquinoline (0.1 g, 0.7 mmol), sodium hydride (38 mg, 1.0 mmol) and copper (I) iodide (12 mg, 0.06 mmol) in DMF (3 ML). Purification on a Biotage 40S column (3:1 hexanes: EtOAc), provided the title compound as a white solid. MS (ESI, pos. ion) nm/z: 367 (M+1). Anal. Calcd for C21H13F3N2O: C, 68.85; H, 3.58; N, 7.65. Found: C, 68.88; H, 3.59; N, 7.51.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579347B2
Source datasetuspto-grants-2009_08
ORD IDord-b0a790a9da46403693300f759dba3b44
Source noteuspto-grants-2009_08