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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192803Generated: October 30, 2026

Potassium Carbonate → HCID 57824433, compound

https://huagongshe.com/reaction/1192803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
Reactant4-(6-bromopyridin-2-yl)benzaldehydeHCID 11076239—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
ProductHCID 57824433HCID 5782443375.2%

Reaction Steps

4-(6-Bromo-pyridin-2-yl)-benzaldehyde (0.31 mmol), 4-trifluoromethoxyphenyl boronic acid (0.46 mmol), tetrakis(triphenylphosphine)palladium(0) (0.003 mmol), 2 M potassium carbonate (0.31 mL) and dioxane (2 mL) were combined in a vial and irradiated by microwave for 10 min at 150° C. The reaction mixture was taken up in ether and washed with brine. The organic layer was dried over magnesium sulfate, was filtered and the solvent removed in vacuo. Purification by silica gel chromatography (EtOAc/hexanes) yielded the product (80 mg) as an off-white solid: mp 109-112° C.; 1H NMR (400 MHz, CDCl3) δ 10.11 (s, 1H), 8.32 (d, J=8.5 Hz, 2H), 8.19 (d, J=8.1 Hz, 2H), 8.03 (d, J=8.4 Hz, 2H), 7.89 (t, J=7.9 Hz, 1H), 7.79 (d, J=7.7 Hz, 1H), 7.74 (d, J=8.0 Hz, 1H), 7.35 (d, J=8.3 Hz, 2H); EIMS m/z 343 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680269B2
Source datasetuspto-grants-2014_03
ORD IDord-30a0d6283bd44a048cb6ed0e1785097a
Source noteuspto-grants-2014_03