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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708937Generated: October 30, 2026

Sodium Carbonate → HCID 57824523, compound

https://huagongshe.com/reaction/708937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Formylphenylboronic AcidHCID 591073—
ReactantHCID 66956509HCID 66956509—
CatalystHCID 178418476HCID 178418476—
SolventEthyl AcetateHCID 8857—
ProductHCID 57824523HCID 5782452321%

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of crude 3-bromo-1-(4-trifluoromethoxyphenyl)-1H-pyrrole (356 mg, 1.26 mmol, 1.00 eq), 4-formylphenylboronic acid (283 mg, 1.89 mmol, 1.50 eq), bis(triphenylphosphine)palladium(II) dichloride (27 mg, 0.04 mmol, 0.03 eq), 2M Na2CO3 (aq) (1.26 mL, 2.52 mmol, 2.0 eq), and 1,4-dioxane (5 mL) were heated at 150° C. in a microwave reaction vessel for 45 min. The cooled solution was then diluted with EtOAc (20 mL), filtered over Celite®, concentrated to dryness, and purified via chromatography (2:2:1, hexane:EtOAc:acetone) to afford the desired intermediate (79 mg, 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09179681B2
Source datasetuspto-grants-2015_11
ORD IDord-330e7972b87b4d8c887cad14fd6c6f19
Source noteuspto-grants-2015_11