Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363205Generated: October 30, 2026

Sodium Carbonate → HCID 67111220, compound

https://huagongshe.com/reaction/2363205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantEthyl 5-bromofuran-2-carboxylateHCID 345282—
Reactant4-Fluoro-3-(trifluoromethyl)benzeneboronic acidHCID 17750051—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67111220HCID 6711122083.4%

Reaction Steps

To a solution of ethyl 5-bromofuran-2-carboxylate (150 mg, 0.69 mmol) in DME (5 mL) were added 4-fluoro-3-(trifluoromethyl)phenylboronic acid (171 mg, 0.82 mmol), 2M Na2CO3 (1.03 mL, 2.06 mol), and catalytic amounts of Pd(Ph3)4 (158 mg, 0.14 mmol). The reaction mixture was refluxed for 5 h, diluted with water and extracted with EtOAc. The extracts were washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography on silica gel (EtOAc/n-Hex=1:5) to give title compound (174 mg, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691855B2
Source datasetuspto-grants-2014_04
ORD IDord-46881bbc54d0484fbbbab19f5331b17d
Source noteuspto-grants-2014_04