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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709841Generated: October 30, 2026

Sodium Carbonate → HCID 117759986, compound

https://huagongshe.com/reaction/709841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoro-5-methoxyphenylboronic acidHCID 4157211—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 117760221HCID 117760221—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 117759986HCID 11775998696.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To methyl 3-(3-((5-bromo-4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)methoxy)phenyl)-3-cyclopropylpropanoate (115 mg) in toluene (10 mL) were added (2-fluoro-5-methoxyphenyl)boronic acid (108 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (26 mg), tris(dibenzylideneacetone)dipalladium(0) (20 mg) and 2.0 M aqueous sodium carbonate solution (0.32 mL), and the mixture was stirred at 100° C. for 1 hr. The mixture was allowed to cool to room temperature, and water was added. The reaction mixture was extracted with ethyl acetate, and the extract was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (120 mg) as orange crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-8d1be6937dfa41cca800d9ad62bbe878
Source noteuspto-grants-2015_11