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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708956Generated: October 30, 2026

Potassium Carbonate → HCID 57824470, compound

https://huagongshe.com/reaction/708956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant3,5-DibromopyridineHCID 69369—
Reactant4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
ProductHCID 57824470HCID 578244709.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

3,5-Dibromopyridine (4.4 mmol), 4-trifluoromethoxyphenyl boronic acid (5.1 mmol), tetrakis(triphenylphosphine)palladium(0) (0.04 mmol), 2M potassium carbonate (8.44 mmol) and dioxane (21 mL) were combined in a vial and heated by microwave for 10 min at 150° C. The reaction mixture was taken up in ether and washed with brine. The ether layer was dried over magnesium sulfate, was filtered and the solvent removed in vacuo. The crude mixture was purified by silica gel chromatography to yield 3-bromo-5-(4-trifluoromethoxyphenyl)-pyridine (130 mg) as a yellow solid: 1H NMR (400 MHz, CDCl3) δ 8.71 (m, 2H), 8.00 (t, J=2.1 Hz, 1H), 7.58 (d, J=8.8 Hz, 2H), 7.34 (d, J=8.0 Hz, 2H); EIMS m/z 317 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09179681B2
Source datasetuspto-grants-2015_11
ORD IDord-dd495e01cfe64be78846e648ae522e4c
Source noteuspto-grants-2015_11