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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515088Generated: November 5, 2026

Water → HCID 67058147, compound

https://huagongshe.com/reaction/1515088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(Trifluoromethyl)benzylamineHCID 76804—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 86651745HCID 86651745—
CatalystHCID 178439030HCID 178439030—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67058147HCID 670581476%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Bromo-5-(1,3,3-triethoxypropyl)pyridine (328 mg, 0.987 mmol) produced in Example 17 (17B) and 4-trifluoromethylbenzylamine (346 mg, 1.98 mmol) were dissolved in 1,2-dimethoxyethane (10 mL), and potassium tert-butoxide (346 mg, 1.98 mmol) and [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) (34 mg, 5 mol %) were added thereto, and then, the resulting mixture was stirred under a nitrogen atmosphere at 100° C. for 3 hours. After the reaction solution was cooled to room temperature, water was added thereto, and the organic matter was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride solution, then dried over anhydrous magnesium sulfate and filtered. Then, the solvent was distilled off under reduced pressure, whereby a crude product was obtained. This crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 50:50 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (25 mg, yield: 6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-d5162fd27ad54ffdbb22e89324a82bb0
Source noteuspto-grants-2012_07