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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845975Generated: October 31, 2026

Sodium Carbonate → HCID 178517107, compound

https://huagongshe.com/reaction/1845975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzoic acid, 2-bromo-5-fluoro-, methyl esterHCID 138875—
Reactant2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734652—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventEthanolHCID 702—
ProductHCID 178517107HCID 17851710765.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of methyl 2-bromo-5-fluorobenzoate (0.250 g, 1.07 mmol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.235 g, 1.07 mmol), palladium acetate (2.4 mg, 0.01 eq.), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (8.81 mg, 0.021 mmol), and sodium carbonate (0.114 g, 1.073 mmol) in ethanol (5.4 mL) was heated to 80° C. for 3 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The resulting residue was triturated with hexane, and isolated by vacuum filtration, washed with water, and dried to provide the title compound (0.15 g, 65% yield) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08951964B2
Source datasetuspto-grants-2015_02
ORD IDord-f0964649d1874821a3cc4653da2934ea
Source noteuspto-grants-2015_02