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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104795Generated: October 30, 2026

Piperidine → 3-Benzyl-4-(3-Phenylethynyl-Phenyl)-8-Trifluoromethyl-Quinoline

https://huagongshe.com/reaction/2104795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantIodobenzeneHCID 11575—
ReactantHCID 86055589HCID 86055589—
CatalystHCID 178418476HCID 178418476—
SolventTolueneHCID 1140—
Product3-Benzyl-4-(3-Phenylethynyl-Phenyl)-8-Trifluoromethyl-QuinolineHCID 6691391677.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 3-benzyl-4-(3-ethynyl-phenyl)-8-trifluoromethyl-quinoline (80 mg, 0.2 mmol), iodobenzene 84 mg, 0.4 mmol), piperidine (80 mg, 0.9 mmol) in toluene (2.0 mL) is treated with Pd(Cl)2(PPh3)2 (8.0 mg) and heated at 90° C. for 3 h. The reaction is then cooled and concentrated in vacuo. The residue is taken up in ethyl acetate and washed with 10 mL (1N HCl). The organic layer is dried and concentrated in vacuo to provide after chromatography 72 mg (75%) of the title compound. MS (ES) m/z 464.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576215B2
Source datasetuspto-grants-2009_08
ORD IDord-a255bf1320a843a399a55e4b987b25eb
Source noteuspto-grants-2009_08