Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845967Generated: October 31, 2026

Sodium Carbonate → HCID 178517313, compound

https://huagongshe.com/reaction/1845967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantSodium AcetateHCID 517045—
Reactant2-Bromo-5-fluoroanilineHCID 2773317—
Reactant2-Ethoxycarbonylphenylboronic acidHCID 2773405—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventEthanolHCID 702—
ProductHCID 178517313HCID 17851731353%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-(ethoxycarbonyl)phenylboronic acid (7.0 g, 39 mmol), 2-bromo-5-fluoroaniline (7.4 g, 39 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (S-Phos, 0.32 g, 0.78 mmol), sodium acetate (4.1 g, 39 mmol), and palladium acetate (0.087 g, 0.39 mmol) in 18 ml. of ethanol was heated with stirring at 80° C. for 18 h. Additional 2-(ethoxycarbonyl)phenylboronic acid (2.0 g), S-Phos (0.095 g), palladium acetate (0.020 g), and sodium carbonate (1.2 g) was added and the mixture was stirred for 18 h. The solvent was removed by evaporation under reduced pressure, and the resulting solid was isolated by vacuum filtration, washing the remaining solid with water and then hexane. The remaining solid and dried in vacuo @50° C. to provide the title compound (4.39 g, 53% yield) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08951964B2
Source datasetuspto-grants-2015_02
ORD IDord-0fba0a1744804e45bcbf3c1d6c59941c
Source noteuspto-grants-2015_02