Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071093Generated: October 31, 2026

Sodium Carbonate → HCID 46316095, compound

https://huagongshe.com/reaction/2071093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
Reactant3-Bromo-5-(trifluoromethyl)benzaldehydeHCID 16115438—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 46316095HCID 46316095—

Reaction Conditions

Temperature90 °C

Reaction Steps

To 3-bromo-5-(trifluoromethyl)benzaldehyde (1.0 g, 3.95 mmol) in 1,4-dioxane (15 ml), pyridine-4-boronic acid) (583 mg, 4.74 mmol), sodium carbonate (2M aqueous solution) (1.67 gms in 7.9 ml water) and Pd(PPh3)4 450 mg, 0.39 mmol) was added and heated at 90° C. for 5 h. Then reaction mixture was diluted with ether, washed with water, brine and dried. Volatiles were removed under vacuum and the crude residue was column chromatographed (50% ethylacetate/50% hexanes) to yield 250 mg of 3-(pyridin-4-yl)-5-(trifluoromethyl)benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-cd449ac12c7e4cea9167c9e7f7bfba7e
Source noteuspto-grants-2012_10